Sodium Hydroxide → 4-Cyano-2-methylbenzoic acid

HRID 238395ノート

反応式

HRID 238395 の反応式
[C:1]([C:3]1[CH:12]=[CH:11][C:6]([C:7]([O:9]C)=[O:8])=[C:5]([CH3:13])[CH:4]=1)#[N:2].[OH-].[Na+]>C(O)C>[C:1]([C:3]1[CH:12]=[CH:11][C:6]([C:7]([OH:9])=[O:8])=[C:5]([CH3:13])[CH:4]=1)#[N:2]

参加物

4

反応物 2

HCID 14798Sodium HydroxideHCID 18766060Methyl 4-cyano-2-methylbenzoate

生成物 1

HCID 118193394-Cyano-2-methylbenzoic acid収率 100%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

To a solution of A-3 (methyl 4-cyano-2-methylbenzoate) (38 g, 0.217 mol) in ethanol (450 mL) was added aqueous sodium hydroxide solution (150 mL, 2.9 M), and the mixture was stirred at room temperature for 12 h. Most of ethanol was removed under reduced pressure, and the residue was diluted with water (300 mL). The aqueous layer was washed with ethyl ether (200 mL×2), and the aqueous layer was acidified with hydrochloric acid (450 mL, 1 M) under 0° C. to pH<6. The mixture was extracted with ethyl acetate (400 mL×3), and the organic layer was washed with brine, dried, and evaporated to give A-4 (4-cyano-2-methylbenzoic acid) (40 g, yield 100%) as a yellow solid.

後処理

  1. customMost of ethanol was removed under reduced pressure
  2. additionthe residue was diluted with water (300 mL)
  3. washThe aqueous layer was washed with ethyl ether (200 mL×2)
  4. customwas acidified with hydrochloric acid (450 mL, 1 M) under 0° C. to pH<6
  5. extractionThe mixture was extracted with ethyl acetate (400 mL×3)
  6. washthe organic layer was washed with brine
  7. customdried
  8. customevaporated

出典と根拠

ORDレコード
ord-60e84a9125af41319ed733d6dd36b0b2
出典データセット
uspto-grants-2014_02
特許番号
US08642628B2

反応ノート

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