2-Bromo-2-methylpropionyl bromide → 11-Mercaptoundecyl 2-Bromo-2-methylpropanoate

Reaction equation

[Br:1][C:2]([CH3:7])([CH3:6])[C:3](Br)=[O:4].[SH:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][OH:20]>>[Br:1][C:2]([CH3:7])([CH3:6])[C:3]([O:20][CH2:19][CH2:18][CH2:17][CH2:16][CH2:15][CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][SH:8])=[O:4]

Participants

Reactant 2

HCID 886852-Bromo-2-methylpropionyl bromide

HCID 26182411-Mercaptoundecanol

Product 1

HCID 5753928811-Mercaptoundecyl 2-Bromo-2-methylpropanoate

Procedure

Mercaptoundecyl bromoisobutyrate was synthesized through the reaction of bromoisobutyryl bromide and 11-mercapto-1-undecanol using a method published previously. 1H NMR (300 MHz, CDCl3): 4.15 (t, J=6.9 Hz, 2H, OCH2), 2.51 (q, J=7.5 Hz, 2H, SCH2), 1.92 (s, 6H, CH3), 1.57-1.72 (m, 4H, CH2), and 1.24-1.40 (m, 16H, CH2).

Sources & evidence

ORD record: ord-acb88dfe21004e37bae13606ba9b6b2c
Source dataset: uspto-grants-2014_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08835144B2

Reaction notes

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