Triphenylphosphine → Methyl 2-ethyl-2-(1-methylethyl)-4-oxobutanoate

HRID 1955695노트

반응식

HRID 1955695 반응식
[CH2:1]([C:3]([CH:11]([CH3:13])[CH3:12])([CH2:8][CH:9]=C)[C:4]([O:6][CH3:7])=[O:5])[CH3:2].[O:14]=[O+][O-].C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>C(Cl)Cl>[CH2:1]([C:3]([CH:11]([CH3:13])[CH3:12])([CH2:8][CH:9]=[O:14])[C:4]([O:6][CH3:7])=[O:5])[CH3:2]

참가 물질

5

반응물 3

HCID 11776TriphenylphosphineHCID 24823OzoneHCID 10607559HCID 10607559, 화합물

생성물 1

HCID 10773902Methyl 2-ethyl-2-(1-methylethyl)-4-oxobutanoate

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

The reaction of the olefinic ester, methyl 2-ethyl-2-(1-methylethyl)-4-pentenoate (9.20 g, 50 mmol), with ozone in CH2Cl2 (200 mL) at -78° C., followed by the treatment of the resulting ozonide with Ph3P (19.65 g, 75 mmol) as described above in the preparation of Example 7, gave 14.36 g of an oily residue. Flash chromatography over silica gel (hexanes-EtOAc, 9:1) afforded the aldehyde (8.20 g, 88%) as a colorless oil.

후처리

  1. customat -78° C.
  2. customas described above in the preparation of Example 7

출처 및 근거

ORD 기록
ord-01a3f5c694c64449be575083710714b1
출처 데이터셋
uspto-grants-1998_07
특허 번호
US05776959

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