Methanol → Methyl 6-Bromohexanoate
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 500 mL of methanol was bubbled hydrogen chloride gas for 2-3 minutes. The mixture was stirred at room temperature for 4 h and then concentrated to afford 21.0 g of the product (1) 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
- customwas bubbled hydrogen chloride gas for 2-3 minutes
- concentrationconcentrated
Sources & evidence
- ORD record
- ord-48fd0bf44c694510861c142a467ea9ef
- Source dataset
- uspto-grants-2002_07
- Patent number
- US06416738B1
Reaction notes
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