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

HRID 2083315
ノート
印刷プレビュー

反応式

HRID 2083315 の反応式
[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
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 962Water2 回HCID 73974-Toluenesulfonyl chlorideHCID 213175614-Acetoxy-5-(3-trifluoromethylphenoxy)-1-pentanol

生成物 1

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

試薬・触媒・溶媒 2

HCID 1049Pyridine溶媒
HCID 3283
Diethyl Ether
溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-73be215fdfed4aef834929baf135bbc8
出典データセット
uspto-grants-1978_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04085125

反応ノート

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