Ethyl 2-formylcyclopropanecarboxylate → Ethyl 2-(hydroxymethyl)cyclopropanecarboxylate

HRID 561879

반응식

HRID 561879 반응식
[CH:1]([CH:3]1[CH2:5][CH:4]1[C:6]([O:8][CH2:9][CH3:10])=[O:7])=[O:2].[BH4-].[Na+]>CO>[OH:2][CH2:1][CH:3]1[CH2:5][CH:4]1[C:6]([O:8][CH2:9][CH3:10])=[O:7]

참가 물질

4

반응물 2

HCID 89334Ethyl 2-formylcyclopropanecarboxylateHCID 4311764Sodium borohydride

생성물 1

HCID 13005707Ethyl 2-(hydroxymethyl)cyclopropanecarboxylate

시약·촉매·용매 1

HCID 887Methanol용매

반응 조건

온도
0 °C

실험 절차

To a solution of ethyl 2-formylcyclopropanecarboxylate in methanol (0.7 M) was added at −0° C. sodium borohydride portionwise. The resulting reaction mixture was stirred at 0° C. for 30 min and then at RT for 1.5 h. The reaction was quenched with sat. aq. NH4Cl and then extracted with ether. The combined organic extracts were washed with water and brine, dried over MgSO4, and filtered. Concentrated of the filtrate in vacuo afforded the title compound as a colorless oil.

후처리

  1. customThe resulting reaction mixture
  2. waitat RT for 1.5 h
  3. customThe reaction was quenched with sat. aq. NH4Cl
  4. extractionextracted with ether
  5. washThe combined organic extracts were washed with water and brine
  6. dry with materialdried over MgSO4
  7. filtrationfiltered
  8. concentrationConcentrated of the filtrate in vacuo

출처 및 근거

ORD 기록
ord-f34373fe7b3049a9afa4148cfd5a6077
출처 데이터셋
uspto-grants-2011_11
특허 번호
US08063105B2

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