Hydrogen Bromide → HCID 86720213, compound
Reaction equation
[NH2:1][C:2]1[C:15]([CH3:16])=[CH:14][CH:13]=[CH:12][C:3]=1[C:4]([O:6][CH2:7][CH2:8][CH2:9][CH2:10][CH3:11])=[O:5].[BrH:17].OO>>[NH2:1][C:2]1[C:15]([CH3:16])=[CH:14][C:13]([Br:17])=[CH:12][C:3]=1[C:4]([O:6][CH2:7][CH2:8][CH2:9][CH2:10][CH3:11])=[O:5]Participants
4
Procedure
The above-described method (Example 1) was repeated to react pentyl 2-amino-3-methylbenzoate (2.28 g, 10 mmol) with hydrogen bromide (2.21 g, 13 1 mmol, 48% in water) and hydrogen peroxide (1.72 g, 15.0 mmol, 30% in water). Following working up similar to Example 1 and additional column chromatography, pentyl 2-amino-5-bromo-3-methylbenzoate (2.7 g, 88.3% of theory, >99 area% LC) was obtained as a yellow solid.
Sources & evidence
- ORD record
- ord-0160e353b4494a6ba23cc53e9c32b3ed
- Source dataset
- uspto-grants-2015_10
- Patent number
- US09169198B2
Reaction notes
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