Bromine → Methyl 4-bromo-3-hydroxy-5-methylthiophene-2-carboxylate

HRID 621784ノート

反応式

HRID 621784 の反応式
[Br:1]Br.[OH:3][C:4]1[CH:8]=[C:7]([CH3:9])[S:6][C:5]=1[C:10]([O:12][CH3:13])=[O:11]>C(O)(=O)C>[Br:1][C:8]1[C:4]([OH:3])=[C:5]([C:10]([O:12][CH3:13])=[O:11])[S:6][C:7]=1[CH3:9]

参加物

4

反応物 2

HCID 24408BromineHCID 587860Methyl 3-hydroxy-5-methylthiophene-2-carboxylate

生成物 1

HCID 54697143Methyl 4-bromo-3-hydroxy-5-methylthiophene-2-carboxylate収率 56.3%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

Bromine (4.6 g, 29 mmoles) is added dropwise at room temperature to a stirred solution of methyl 3-hydroxy-5-methyl-2-thiophenecarboxylate (5.0 g, 29 mmoles) in acetic acid (25 mL). After 16 hours the mixture is stirred into ice water (200 mL), and the precipitate is filtered off, rinsed with water, with aqueous sodium thiosulfate, again with water and dried. Recrystallization from methyl t-butyl ether gave the pure product (4.1 g); mp 96°-97° C.

後処理

  1. filtrationthe precipitate is filtered off
  2. washrinsed with water, with aqueous sodium thiosulfate, again with water
  3. customdried
  4. customRecrystallization from methyl t-butyl ether

出典と根拠

ORDレコード
ord-8b9cadf2f66d47da880a6a4c28ed3489
出典データセット
uspto-grants-1989_04
特許番号
US04824958

反応ノート

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