Hydrogen Bromide → HCID 86720216, compound

HRID 1754001Notes

Reaction equation

HRID 1754001 reaction equation
[NH2:1][C:2]1[C:14]([CH3:15])=[CH:13][CH:12]=[CH:11][C:3]=1[C:4]([O:6][CH2:7][CH2:8][O:9][CH3:10])=[O:5].[BrH:16].OO>>[NH2:1][C:2]1[C:14]([CH3:15])=[CH:13][C:12]([Br:16])=[CH:11][C:3]=1[C:4]([O:6][CH2:7][CH2:8][O:9][CH3:10])=[O:5]

Participants

4

Reactant 3

HCID 260Hydrogen BromideHCID 784Hydrogen PeroxideHCID 51979768HCID 51979768, compound

Product 1

HCID 86720216HCID 86720216, compoundYield 88.3%

Procedure

The above-described method (Example 1) was repeated to react 2-methoxyethyl 2-amino-3-methylbenzoate (7.00 g, 33.4 mmol) with hydrogen bromide (5.92 g, 35.1 mmol, 48% in water) and hydrogen peroxide (4.17 g, 36.7 mmol, 30% in water) and, following working up similar to Example 1, 2-methoxyethyl 2-amino-5-bromo-3-methylbenzoate (8.50 g, 80.7% of theory, 91.5 area % LC) was obtained as a brown solid.

Sources & evidence

ORD record
ord-33a175004ac340138092dfb32f49ac53
Source dataset
uspto-grants-2015_10
Patent number
US09169198B2

Reaction notes

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