Sodium hydride → HCID 22097916, 화합물

HRID 1154401노트

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HRID 1154401 반응식
C(OP([CH:9]([F:15])[C:10]([O:12][CH2:13][CH3:14])=[O:11])(OCC)=O)C.[CH3:16][C:17]1([CH3:25])[CH:19]([CH:20]=O)[CH:18]1[C:22]([OH:24])=[O:23].[H-].[Na+].P(O)(O)([O-])=O.[Na+]>COCCOC>[CH3:16][C:17]1([CH3:25])[CH:19](/[CH:20]=[C:9](/[F:15])\[C:10](=[O:11])[O:12][CH2:13][CH3:14])[CH:18]1[C:22]([OH:24])=[O:23]

참가 물질

6

반응물 4

HCID 24758Sodium hydrideHCID 1794493-Formyl-2,2-dimethylcyclopropane-1-carboxylic acidHCID 2734865Triethyl 2-fluoro-2-phosphonoacetateHCID 23672064Monosodium phosphate

생성물 1

HCID 22097916HCID 22097916, 화합물

시약·촉매·용매 1

HCID 80711,2-Dimethoxyethane용매2회

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온도
5 °C

실험 절차

A solution of 7.7 g of ethyl diethyl-phosphono-fluoro-acetate (prepared by process of Ann. Chem., 1964, p. 674), 60 ml of 1,2-dimethoxyethane and 4 g of (1R, trans) 2,2-dimethyl-3-formyl-cyclopropane-carboxylic acid was added over 30 minutes at 2° to 10° C. to a suspension of 2.6 g of a 60% sodium hydride in oil suspension and 60 ml of 1,2-dimethoxyethane and the mixture was stirred at 5° C. for 15 minutes, and then at room temperature for 3 hours. The resulting solution was poured into aqueous monosodium phosphate solution at 5° C. and the mixture was stirred for 10 minutes. The mixture was extracted with ethyl acetate and the organic phase was washed with water, dried and evaporated to dryness at 40° C. under reduced pressure to obtain 6.5 g of an oil residue. The latter was chromatographed over silica gel and was eluted with a 70-30-1 hexane-ethyl acetate-acetic acid mixture to obtain 4 g of (1R,trans) 2,2-dimethyl-3(E)-[2-fluoro-3-oxo-3-ethoxypropenyl]-cyclopropane-1-carboxylic acid

후처리

  1. waitat room temperature for 3 hours
  2. stirringthe mixture was stirred for 10 minutes
  3. extractionThe mixture was extracted with ethyl acetate
  4. washthe organic phase was washed with water
  5. customdried
  6. customevaporated to dryness at 40° C. under reduced pressure

출처 및 근거

ORD 기록
ord-22688ebad8834bf2ad3091219131042f
출처 데이터셋
uspto-grants-1984_12
특허 번호
US04489093

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