Dimethylamine → [4-(4-Dimethylamino-butoxy)-phenyl]-carbamic acid tert-butyl ester hydrobromid

HRID 1841589Notes

Reaction equation

HRID 1841589 reaction equation
[C:1]([O:5][C:6](=[O:20])[NH:7][C:8]1[CH:13]=[CH:12][C:11]([O:14][CH2:15][CH2:16][CH2:17][CH2:18][Br:19])=[CH:10][CH:9]=1)([CH3:4])([CH3:3])[CH3:2].[CH3:21][NH:22][CH3:23]>>[BrH:19].[C:1]([O:5][C:6](=[O:20])[NH:7][C:8]1[CH:13]=[CH:12][C:11]([O:14][CH2:15][CH2:16][CH2:17][CH2:18][N:22]([CH3:23])[CH3:21])=[CH:10][CH:9]=1)([CH3:4])([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 674DimethylamineHCID 68615222[4-(4-Bromo-butoxy)-phenyl]-carbamic acid tert-butyl ester

Product 1

HCID 131724326[4-(4-Dimethylamino-butoxy)-phenyl]-carbamic acid tert-butyl ester hydrobromid

Procedure

In analogy to example 1.8, reaction of [4-(4-Bromo-butoxy)-phenyl]-carbamic acid tert-butyl ester with 10 eq dimethylamine (33% in ethanol, 5.6 M) yielded (without extraction with aqueous saturated NaHCO3 solution) [4-(4-Dimethylamino-butoxy)-phenyl]-carbamic acid tert-butyl ester hydrobromid (1:1), MS: 309 (MH+).

Sources & evidence

ORD record
ord-e5045b08aad64d2bac85defc04370e5a
Source dataset
uspto-grants-2004_01
Patent number
US06683201B2

Reaction notes

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