Sodium Hydroxide → 2-Fluorohex-5-ynoic acid

HRID 67186

反応式

HRID 67186 の反応式
C([O:3][C:4](=[O:18])[C:5](C(=O)C)([F:14])[CH2:6][CH2:7][C:8]#[C:9][Si](C)(C)C)C.[O-]CC.[Na+].C(O)C.[OH-].[Na+]>C(O)C>[F:14][CH:5]([CH2:6][CH2:7][C:8]#[CH:9])[C:4]([OH:18])=[O:3]

参加物

5

反応物 3

HCID 14798Sodium HydroxideHCID 133930802-Acetyl-2-fluoro-6-(trimethylsilyl)-5-hexynoic acid ethyl esterHCID 23706232Ethanol sodium ethoxide

生成物 1

HCID 130449502-Fluorohex-5-ynoic acid収率 101%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

To a solution of 2-acetyl-2-fluoro-6-(trimethylsilyl)-5-hexynoic acid ethyl ester (6.63 g) in ethanol (20 ml) was added 27 ml of 2.65 M sodium ethoxide/ethanol. After 18 hours, 7 ml of 4 N sodium hydroxide was added. After 6 hours, the solvent was removed by rotary evaporation and the residual materials partitioned between ethyl ether and dilute hydrochloric acid. The organic layer was dried (MgSO4) and the solvent removed by rotary evaporation to give an oil which was vacuum distilled to yield 3.2 g of 2-fluoro-5-hexynoic acid; b.p. 118°/14 mmHg.

後処理

  1. waitAfter 6 hours
  2. customthe solvent was removed by rotary evaporation
  3. customthe residual materials partitioned between ethyl ether and dilute hydrochloric acid
  4. dry with materialThe organic layer was dried (MgSO4)
  5. customthe solvent removed by rotary evaporation
  6. customto give an oil which
  7. distillationdistilled

出典と根拠

ORDレコード
ord-69845f60fba54ff58ea099e1cdaf8035
出典データセット
uspto-grants-1982_08
特許番号
US04345084

関連ノート

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