Bromine → Methyl 4-bromo-3-hydroxy-5-phenyl-2-thiophenecarboxylate

HRID 621785Notes

Reaction equation

HRID 621785 reaction equation
[OH:1][C:2]1[CH:6]=[C:5]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[S:4][C:3]=1[C:13]([O:15][CH3:16])=[O:14].[Br:17]Br>>[OH:1][C:2]1[C:6]([Br:17])=[C:5]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[S:4][C:3]=1[C:13]([O:15][CH3:16])=[O:14]

Participants

3

Reactant 2

HCID 24408BromineHCID 54710750Methyl 3-hydroxy-5-phenyl-2-thiophenecarboxylate

Product 1

HCID 54697148Methyl 4-bromo-3-hydroxy-5-phenyl-2-thiophenecarboxylateYield 60.8%

Procedure

Prepared by the method described in Example 4 from methyl 3-hydroxy-5-phenyl-2-thiophenecarboxylate (5.0 g, 21 mmoles) and bromine (3.4 g, 21 mmoles). Recrystallization from methanol gave the product (4.0 g); mp 85°-87° C.

Workup

  1. customPrepared by the method
  2. customRecrystallization from methanol

Sources & evidence

ORD record
ord-51bfffc1cc3f48bfba7729fb1fa37a5a
Source dataset
uspto-grants-1989_04
Patent number
US04824958

Reaction notes

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