Water → 4-Acetoxy-2-methyl-2-buten-1-ol formate

HRID 21845

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HRID 21845 반응식
[C:1]([O:4][CH2:5][CH:6]=[C:7]([CH3:10])[CH2:8]Cl)(=[O:3])[CH3:2].[CH:11]([O-:13])=[O:12].[Na+].O>CN(C)C=O.[Br-].C([N+](CCCC)(CCCC)CCCC)CCC>[CH:11]([O:13][CH2:8][C:7]([CH3:10])=[CH:6][CH2:5][O:4][C:1](=[O:3])[CH3:2])=[O:12]

참가 물질

6

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온도
40 °C

실험 절차

4-Acetoxy-2-methyl-1-chloro-2-butene (8.13 g, 50 mmol) was dissolved in dimethylformamide (25 ml) and placed in a 100 ml four neck flask. To this were added sodium formate powder (6.80 g, 100 mmol, 2 equivalents) and tetra n-butylammonium bromide (0.81 g, 2.5mmol, 5 mol %). The mixture was stirred at 40° C. for 24 hours under heating. After completion of the reaction, the reaction mixture was poured into ice-cooled water (about 30 ml)and extracted with ether (50 ml) three times. The extracted ether layer was dried over anhydrous sodium sulfate. Evaporation of the ether followed by purification by silica gel column chromatography (ethyl acetate-hexane (=1:3)) gave 4-acetoxy-2-methyl-2-buten-1-ol formate (8.18 g, 47.5 mmol; Yield: 95.0%).

후처리

  1. temperatureunder heating
  2. customAfter completion of the reaction
  3. additionthe reaction mixture was poured into ice-
  4. extractionextracted with ether (50 ml) three times
  5. dry with materialThe extracted ether layer was dried over anhydrous sodium sulfate
  6. customEvaporation of the ether
  7. customfollowed by purification by silica gel column chromatography (ethyl acetate-hexane (=1:3))

출처 및 근거

ORD 기록
ord-af0afce5ae2b4b0883b9351102509ab8
출처 데이터셋
uspto-grants-1995_06
특허 번호
US05424478

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