2-Amino-1-phenylpropan-1-ol (PPA) to 1-Phenylpropan-2-amine (Amph)

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7 reactions in Reaxys

2017-11-28 21h:13m:33s (EST)

HO

1. Query

H 2N

H 2N

Search as: As drawn, No salts, No mixtures

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H

OH

H 2N

H 2N

H

H

Cl

H

Rx-ID: 41227784 View in Reaxys 1/7 Yield

Conditions & References Reaction Steps: 2 1: hydrochlorid acid / methanol / 0.5 h / 760.05 Torr 2: palladium 10 on activated carbon; hydrogen / methanol / 20 h / 20 °C / 3102.97 Torr With hydrochlorid acid, palladium 10 on activated carbon, hydrogen in methanol Lalwani, Komal G.; Sudalai, Arumugam; Tetrahedron Letters; vol. 56; nb. 46; (2015); p. 6488 - 6490 View in Reaxys

H

OH

H 2N

H 2N

H

H

Rx-ID: 13205671 View in Reaxys 2/7 Yield

Conditions & References Reaction Steps: 3 1: 95 percent / pyridine / 24 h / 20 °C 2: 55 percent / H2; aq. perchloric acid; glacial AcOH / Pd/BaSO4 / 4.5 h / 95 °C / atmospheric pressure 3: aq. H2SO4 / 40 h / Heating With perchloric acid, sulfuric acid, hydrogen, acetic acid, Pd-BaSO4 in pyridine Fecik, Robert A.; Devasthale, Pratik; Pillai, Segaran; Keschavarz-Shokri, Ali; Shen, Linus; Mitscher, Lester A.; Journal of Medicinal Chemistry; vol. 48; nb. 4; (2005); p. 1229 - 1236 View in Reaxys

H 2N

H

HO

H

H 2N H

Rx-ID: 13207694 View in Reaxys 3/7 Yield

Conditions & References Reaction Steps: 3 1: 86 percent / pyridine / 24 h / 20 °C 2: 71 percent / H2; aq. perchloric acid; glacial AcOH / Pd/BaSO4 / 4.5 h / 95 °C / atmospheric pressure 3: H2SO4; water / 40 h / Heating With perchloric acid, sulfuric acid, water, hydrogen, acetic acid, Pd-BaSO4 in pyridine Fecik, Robert A.; Devasthale, Pratik; Pillai, Segaran; Keschavarz-Shokri, Ali; Shen, Linus; Mitscher, Lester A.; Journal of Medicinal Chemistry; vol. 48; nb. 4; (2005); p. 1229 - 1236 View in Reaxys

H 2N

H

HO

H

Cl

H

H 2N

racemate

Rx-ID: 23249684 View in Reaxys 4/7

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Yield

Conditions & References

66 %

II.C.iv Stage 1: With acetic anhydride, acetic acid, Time= 2h Stage 2: With hydrogen, palladium 10 on activated carbon, Time= 22h, Product distribution / selectivity Patent; BOEHRINGER INGELHEIM CHEMICALS INC; JP2005/507936; (2005); (A) Japanese View in Reaxys

H 2N

HO Cl

H 2N

Cl

H

H

Rx-ID: 23251463 View in Reaxys 5/7 Yield

Conditions & References

38.3 %

I.1 With phosphorus, hydrogen iodide, Time= 2 - 22h, T= 40 - 100 °C Patent; BOEHRINGER INGELHEIM CHEMICALS INC; JP2005/507936; (2005); (A) Japanese View in Reaxys

OH H 2N

H 2N H

H

Rx-ID: 2103532 View in Reaxys 6/7 Yield

Conditions & References With hydrogenchloride, hydrogen, phosphorus pentabromide, palladium on activated charcoal, Yield given. Multistep reaction Buckley, Thomas F.; Rapoport, Henry; Journal of the American Chemical Society; vol. 103; nb. 20; (1981); p. 6157 - 6163 View in Reaxys

OH H 2N H

H 2N H

Cl

H

Rx-ID: 2103533 View in Reaxys 7/7 Yield

Conditions & References With hydrogenchloride, hydrogen, phosphorus pentabromide, palladium on activated charcoal, Yield given. Multistep reaction Buckley, Thomas F.; Rapoport, Henry; Journal of the American Chemical Society; vol. 103; nb. 20; (1981); p. 6157 - 6163 View in Reaxys

Copyright © 2017 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.

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