Sodium Hydroxide → 2-Fluorohex-5-ynoic acid

HRID 67186

반응식

HRID 67186 반응식
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]

참가 물질

5

반응물 3

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

생성물 1

HCID 130449502-Fluorohex-5-ynoic acid수율 101%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-69845f60fba54ff58ea099e1cdaf8035
출처 데이터셋
uspto-grants-1982_08
특허 번호
US04345084

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