Hydrogen chloride-ethyl acetate → HCID 86653800, compound

Reaction equation

C(OC(=O)[NH:7][C@H:8]([CH2:14][N:15]([CH3:17])[CH3:16])[CH2:9][C:10]([CH3:13])([CH3:12])[CH3:11])(C)(C)C.[ClH:19].C(OCC)(=O)C>>[ClH:19].[CH3:11][C:10]([CH3:13])([CH3:12])[CH2:9][C@H:8]([NH2:7])[CH2:14][N:15]([CH3:17])[CH3:16]

Participants

Reactant 2

HCID 21866389Hydrogen chloride-ethyl acetate

HCID 58280493((S)-1-dimethylaminomethyl-3,3-dimethyl-butyl)-carbamic acid tert-butyl ester

Product 1

HCID 86653800HCID 86653800, compound

Procedure

A solution of ((S)-1-dimethylaminomethyl-3,3-dimethyl-butyl)-carbamic acid tert-butyl ester (1.6 g, 6.20 mmol, 1.0 equiv.) in dry HCl-ethyl acetate (31 mL) was stirred overnight at room temperature under nitrogen. Ethyl acetate was distilled off under reduced pressure to give crude (S)-4,4,N1,N1-tetramethyl-pentane-1,2-diamine hydrochloride salt (1.4 g) as a white solid.

Workup

distillationEthyl acetate was distilled off under reduced pressure

Sources & evidence

ORD record: ord-b812dc6d1fb5409db70f3c5c10d291bd
Source dataset: uspto-grants-2012_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08314250B2

Reaction notes

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