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Water → 2-(4-Bromo-2-chlorophenyl)acetic acid

HRID 1641533
ノート
印刷プレビュー

反応式

HRID 1641533 の反応式
[Br:1][C:2]1[CH:10]=[CH:9][C:5]([CH2:6][C:7]#N)=[C:4]([Cl:11])[CH:3]=1.[OH2:12].[OH-:13].[K+]>C(O)C>[Br:1][C:2]1[CH:10]=[CH:9][C:5]([CH2:6][C:7]([OH:13])=[O:12])=[C:4]([Cl:11])[CH:3]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 962WaterHCID 14797Potassium HydroxideHCID 58762522(4-Bromo-2-chlorophenyl)acetonitrile

生成物 1

HCID 534036172-(4-Bromo-2-chlorophenyl)acetic acid

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
75 °C

実験手順

To 4-bromo-2-chlorobenzyl cyanide (383 g) of Reference Example 14 were added water (908 mL), ethanol (6812 mL) and 85% aqueous potassium hydroxide solution (549 g), and the mixture was stirred at an inside temperature of 75° C. for 13 hr. The mixture was concentrated, and diisopropyl ether (4500 mL) and water were added. The aqueous layer was neutralized with 1M hydrochloric acid, and partitioned and extracted with ethyl acetate. The organic layer was washed with 25% brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the residual crude crystals were recrystallized from a mixed solvent of diisopropyl ether and hexane to give the title compound (240 g) as pale-yellow crystals.

後処理

  1. concentrationThe mixture was concentrated
  2. additiondiisopropyl ether (4500 mL) and water were added
  3. custompartitioned
  4. extractionextracted with ethyl acetate
  5. washThe organic layer was washed with 25% brine
  6. dry with materialdried over anhydrous magnesium sulfate
  7. customThe solvent was evaporated under reduced pressure
  8. customthe residual crude crystals were recrystallized from a mixed solvent of diisopropyl ether and hexane

出典と根拠

ORDレコード
ord-f69d2b54a0f14b17b43820f2d9b160a4
出典データセット
uspto-grants-2012_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08114902B2

反応ノート

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