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Water → 1-(p-Toluenesulfonyloxy)-4-acetoxy-5-(3-trifluoromethylphenoxy)pentane

HRID 2083315
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HRID 2083315 반응식
[C:1]1([CH3:11])[CH:6]=[CH:5][C:4]([S:7](Cl)(=[O:9])=[O:8])=[CH:3][CH:2]=1.[C:12]([O:15][CH:16]([CH2:21][O:22][C:23]1[CH:28]=[CH:27][CH:26]=[C:25]([C:29]([F:32])([F:31])[F:30])[CH:24]=1)[CH2:17][CH2:18][CH2:19][OH:20])(=[O:14])[CH3:13].O>N1C=CC=CC=1.CCOCC>[C:1]1([CH3:11])[CH:6]=[CH:5][C:4]([S:7]([O:20][CH2:19][CH2:18][CH2:17][CH:16]([O:15][C:12](=[O:14])[CH3:13])[CH2:21][O:22][C:23]2[CH:28]=[CH:27][CH:26]=[C:25]([C:29]([F:32])([F:31])[F:30])[CH:24]=2)(=[O:9])=[O:8])=[CH:3][CH:2]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 962Water2회HCID 73974-Toluenesulfonyl chlorideHCID 213175614-Acetoxy-5-(3-trifluoromethylphenoxy)-1-pentanol

생성물 1

HCID 213176291-(p-Toluenesulfonyloxy)-4-acetoxy-5-(3-trifluoromethylphenoxy)pentane수율 94%

시약·촉매·용매 2

HCID 1049Pyridine용매
HCID 3283
Diethyl Ether
용매

실험 절차

A solution of p-toluenesulfonyl chloride (65.2 g., 0.342 mole) in pyridine (130 ml.) is cooled in a cold water (10°-15°) bath while 4-acetoxy-5-(3-trifluoromethylphenoxy)-1-pentanol (90.7 g., 0.297 mole) is added dropwise with stirring during 70 minutes. The mixture is then stirred 2 hours in the same cold water bath. It is poured into 400 ml. of water. The oily product is taken up in ether, washed with water, 2N hydrochloric acid and dilute sodium bicarbonate solution and dried over magnesium sulfate. The solvent is evaporated in vacuo to leave 125 g. (94%) of the crude title compound as a nearly colorless oil.

후처리

  1. additionis added dropwise
  2. additionIt is poured into 400 ml
  3. washwashed with water, 2N hydrochloric acid and dilute sodium bicarbonate solution
  4. dry with materialdried over magnesium sulfate
  5. customThe solvent is evaporated in vacuo
  6. customto leave 125 g

출처 및 근거

ORD 기록
ord-73be215fdfed4aef834929baf135bbc8
출처 데이터셋
uspto-grants-1978_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04085125

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