Methanol → Methyl 6-Bromohexanoate

HRID 565403Notes

Reaction equation

HRID 565403 reaction equation
[Br:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][C:7]([OH:9])=[O:8].[CH3:10]O>>[Br:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][C:7]([O:9][CH3:10])=[O:8]

Participants

3

Procedure

To a 1 L round bottom flask, charged with 20 g (102.5 mmol) of 6-bromohexanoic acid and 50 mL of methanol, was bubbled hydrogen chloride gas for 2-3 minutes. The mixture was stirred at room temperature for 4 hours and concentrated to afford 21.0 g of the product as a yellow oil (99%); 1H—NMR (200 MHz, d6-DMSO); 3.57 (s, 3H), 3.51 (t, 2H), 2.30 (t, 2H), 1.78 (pentet, 2H), and 1.62-1.27 (m, 4H) ppm.

Workup

  1. customwas bubbled hydrogen chloride gas for 2-3 minutes
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-168b5d3c5ab242a392c2d972af57ac9f
Source dataset
uspto-grants-2001_01
Patent number
US06172045B2

Reaction notes

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