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3-Chloro-1-(4-fluorophenyl)propan-1-ol → Trans-6-(4-fluorophenoxymethyl)-2-[3-chloro-1-(4-fluorophenyl)propoxy]tetrahydropyran

HRID 905085
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인쇄 미리보기

반응식

HRID 905085 반응식
[Cl:1][CH2:2][CH2:3][CH:4]([C:6]1[CH:11]=[CH:10][C:9]([F:12])=[CH:8][CH:7]=1)[OH:5].[F:13][C:14]1[CH:27]=[CH:26][C:17]([O:18][CH2:19][CH:20]2[CH2:25][CH2:24][CH:23]=[CH:22][O:21]2)=[CH:16][CH:15]=1>O=P(Cl)(Cl)Cl.C(OCC)C.C(N(CC)CC)C>[F:13][C:14]1[CH:15]=[CH:16][C:17]([O:18][CH2:19][C@@H:20]2[O:21][C@@H:22]([O:5][CH:4]([C:6]3[CH:7]=[CH:8][C:9]([F:12])=[CH:10][CH:11]=3)[CH2:3][CH2:2][Cl:1])[CH2:23][CH2:24][CH2:25]2)=[CH:26][CH:27]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 2

HCID 136395213-Chloro-1-(4-fluorophenyl)propan-1-olHCID 204769402-(4-fluorophenoxymethyl)-3,4-dihydro-2H-pyran

생성물 1

HCID 54428102Trans-6-(4-fluorophenoxymethyl)-2-[3-chloro-1-(4-fluorophenyl)propoxy]tetrahydropyran수율 55.2%

시약·촉매·용매 3

HCID 8471Triethylamine촉매HCID 24813Phosphorus oxychloride촉매
HCID 3283
Diethyl Ether
용매

실험 절차

One drop of phosphorus oxytrichloride was added to a solution of 222 mg of 3-chloro-1-(4-fluorophenyl)propanol and 233 mg of 2-(4-fluorophenoxymethyl)-3,4-dihydro-2H-pyran in 5 ml of diethyl ether, and the mixture was stirred at room temperature for 2 days. At the end of this time, 2 drops of triethylamine were added, the solvent was evaporated off and the residue was purified by column chromatography through silica gel, to give 245 mg of the title compound.

후처리

  1. customthe solvent was evaporated off
  2. customthe residue was purified by column chromatography through silica gel

출처 및 근거

ORD 기록
ord-6fcf7a0cb4ed41c9aec4b7e9bdb04107
출처 데이터셋
uspto-grants-1983_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04421758

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