Hydrochloric Acid → (1S)-2-morpholin-4-yl-1-phenylethanamine dihydrochloride

HRID 875143Notes

Reaction equation

HRID 875143 reaction equation
[N:1]1([CH2:7][C@@H:8]([NH:15]C(=O)OC(C)(C)C)[C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.[ClH:23]>ClCCl.O1CCOCC1.C(OCC)C>[ClH:23].[ClH:23].[N:1]1([CH2:7][C@H:8]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[NH2:15])[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1

Participants

6

Reactant 2

HCID 313Hydrochloric AcidHCID 57444157Tert-butyl (1S)-2-morpholin-4-yl-1-phenylethylcarbamate

Product 1

HCID 57463845(1S)-2-morpholin-4-yl-1-phenylethanamine dihydrochlorideYield 90%

Reagents, catalysts & solvents 3

HCID 3283Diethyl EtherSolventHCID 6344DichloromethaneSolventHCID 312751,4-DioxaneSolvent

Procedure

A solution of 11.58 g (0.0378 mol) of tert-butyl (1S)-2-morpholin-4-yl-1-phenylethylcarbamate in 100 mL of dichloromethane was treated with 120 mL of HCl 4M in dioxane and stirred for 18 hours. The mixture was diluted with diethylether and the product filtered (9.48 g, 90% yield).

Workup

  1. filtrationthe product filtered (9.48 g, 90% yield)

Sources & evidence

ORD record
ord-56b0503de68947669158570b0bfd2233
Source dataset
uspto-grants-2015_03
Patent number
US08981089B2

Reaction notes

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