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

HRID 44638Notes

Reaction equation

HRID 44638 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-844ed63e57b24cd986691df297edc7cf
Source dataset
uspto-grants-2013_09
Patent number
US08541429B2

Reaction notes

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