Diethyl Ether → HCID 22826725, compound

HRID 1262879Notes

Reaction equation

HRID 1262879 reaction equation
N#N.C(OC([NH:10][C@@H:11]([C:16]([N:18]([CH3:28])[CH2:19][CH2:20][CH2:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)=[O:17])[CH2:12][CH2:13][S:14][CH3:15])=O)(C)(C)C.CCOCC>C(OCC)(=O)C.Cl>[CH3:28][N:18]([CH2:19][CH2:20][CH2:21][C:22]1[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=1)[C:16](=[O:17])[C@@H:11]([CH2:12][CH2:13][S:14][CH3:15])[NH2:10]

Participants

4

Reactant 2

HCID 3283Diethyl EtherHCID 86739481HCID 86739481, compound

Product 1

HCID 22826725HCID 22826725, compoundYield 112.3%

Reagents, catalysts & solvents 1

HCID 21866389Hydrogen chloride-ethyl acetateSolvent

Procedure

A solution of N2 -(tert-butyloxycarbonyl)-N-methyl-N-(3-phenylpropyl)-D-methioninamide (4.06 g.) in hydrogen chloride-ethyl acetate (3.9 N, 20 ml.) was stirred at room temperature for 40 minutes. Ether (100 ml.) was added, precipitating an oil, and the mixture was stripped of volatiles under vacuum, affording N-methyl-N-(3-phenylpropyl)-D-methioninamide (3.13 g.).

Workup

  1. customprecipitating an oil

Sources & evidence

ORD record
ord-95c56d7b59ab41518134fd48764d8292
Source dataset
uspto-grants-1984_06
Patent number
US04454120

Reaction notes

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