Diazomethane → Ethyl 4-[4-(4-trifluoromethylphenoxy)phenoxy]-3-methoxypentanoate

HRID 463550노트

반응식

HRID 463550 반응식
[N+](=[CH2:3])=[N-].[F:4][C:5]([F:31])([F:30])[C:6]1[CH:29]=[CH:28][C:9]([O:10][C:11]2[CH:27]=[CH:26][C:14]([O:15][CH:16]([CH3:25])[CH:17]([OH:24])[CH2:18][C:19]([O:21][CH2:22][CH3:23])=[O:20])=[CH:13][CH:12]=2)=[CH:8][CH:7]=1>CCOCC>[F:4][C:5]([F:30])([F:31])[C:6]1[CH:7]=[CH:8][C:9]([O:10][C:11]2[CH:27]=[CH:26][C:14]([O:15][CH:16]([CH3:25])[CH:17]([O:24][CH3:3])[CH2:18][C:19]([O:21][CH2:22][CH3:23])=[O:20])=[CH:13][CH:12]=2)=[CH:28][CH:29]=1

참가 물질

4

반응물 2

HCID 9550DiazomethaneHCID 12856783Ethyl 4-[4-(4-trifluoromethylphenoxy)phenoxy]-3-hydroxypentanoate

생성물 1

HCID 13488554Ethyl 4-[4-(4-trifluoromethylphenoxy)phenoxy]-3-methoxypentanoate

시약·촉매·용매 1

HCID 3283Diethyl Ether용매2회

실험 절차

Diazomethane (2.8 g) in ether (100 ml) is added to ethyl 4-[4-(4-trifluoromethylphenoxy)phenoxy]-3-hydroxypentanoate (1.88 g, 3.75 mmol) in ether (5 ml) under N2 and in an ice bath. Small amounts of chromatographic silica gel are added to the mixture in the ice bath until the color disappears. The mixture is then stirred overnight with cooling. The silica gel is removed by filtration and the organic phase is dried and concentrated. The crude product is purified by preparative thin layer chromatography to yield ethyl 4-[4-(4-trifluoromethylphenoxy)phenoxy]-3-methoxypentanoate (cpd. 1 in Table A). MS m/e 412 (m+).

후처리

  1. temperaturewith cooling
  2. customThe silica gel is removed by filtration
  3. customthe organic phase is dried
  4. concentrationconcentrated
  5. customThe crude product is purified by preparative thin layer chromatography

출처 및 근거

ORD 기록
ord-a5ecd829d2c64042b14c2927f14178f8
출처 데이터셋
uspto-grants-1985_05
특허 번호
US04520199

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