2-Hydroxy-p-toluic acid → 5-bromo-2-hydroxy-4-methylbenzoic acid

HRID 1295920ノート

反応式

HRID 1295920 の反応式
[OH:1][C:2]1[CH:10]=[C:9]([CH3:11])[CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].[Br:12]Br>CO>[Br:12][C:8]1[C:9]([CH3:11])=[CH:10][C:2]([OH:1])=[C:3]([CH:7]=1)[C:4]([OH:6])=[O:5]

参加物

4

反応物 2

HCID 57882-Hydroxy-p-toluic acidHCID 24408Bromine

生成物 1

HCID 2439345-bromo-2-hydroxy-4-methylbenzoic acid収率 66.6%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒2 回

反応条件

温度
-20 °C

実験手順

After dissolving 2-hydroxy-4-methylbenzoic acid (24.54 g, 161.29 mmol) in methanol (300 ml), the solution was cooled to −20° C. A solution of bromine (26.03 g) in methanol (50 ml) was added dropwise over 1 hour. The reaction mixture was stirred at room temperature for 1 hour and then concentrated. The residue was heated to dissolution in methanol (100 ml) and water (40 ml) was added. The precipitated crystals were filtered off and washed with 50% methanol-water. The precipitated crystals in the filtrate were also filtered off and washed with 50% methanol-water. The crystals were combined and dried to yield the title compound (24.8 g) as white crystals.

後処理

  1. concentrationconcentrated
  2. temperatureThe residue was heated to dissolution in methanol (100 ml)
  3. additionwater (40 ml) was added
  4. filtrationThe precipitated crystals were filtered off
  5. washwashed with 50% methanol-water
  6. filtrationThe precipitated crystals in the filtrate were also filtered off
  7. washwashed with 50% methanol-water
  8. customdried

出典と根拠

ORDレコード
ord-40aa8106284540129c4eaaa982129e31
出典データセット
uspto-grants-2007_07
特許番号
US07244730B2

反応ノート

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