p-Toluenesulfonic acid → Pentyl hydroxy(phenyl)acetate

HRID 641128

반응식

HRID 641128 반응식
[C:1]([O:11][CH2:12][CH3:13])(=[O:10])[CH:2]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)[OH:3].[CH2:14](O)[CH2:15][CH2:16]CC.C1(C)C=CC(S(O)(=O)=O)=CC=1>C(OCCCC)(=O)C>[C:1]([O:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16])(=[O:10])[CH:2]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)[OH:3]

참가 물질

5

반응물 3

HCID 6101p-Toluenesulfonic acidHCID 62761-PentanolHCID 13050Ethyl mandelate

생성물 1

HCID 347424Pentyl hydroxy(phenyl)acetate

시약·촉매·용매 1

HCID 31272Butyl Acetate용매

실험 절차

A 100 mL three-neck flask, equipped with a magnetic stir bar, a Claisen adapter with a thermocouple and a subsurface nitrogen inlet, and a short path condenser, was charged with 7.94 grams of ethyl mandelate, 40 mL of 1-pentanol, and 0.75 gram of p-toluenesulfonic acid. The reaction was stirred at 120°-132° C. for 4.0 hours with a nitrogen sweep. The reaction mixture was taken up in butyl acetate, extracted with dilute aqueous sodium hydroxide, washed three times with water, dried over magnesium sulfate, and filtered. Solvent was removed by rotary evaporation to yield 8.3 grams of a straw-colored liquid.

후처리

  1. customA 100 mL three-neck flask, equipped with a magnetic stir bar
  2. extractionextracted with dilute aqueous sodium hydroxide
  3. washwashed three times with water
  4. dry with materialdried over magnesium sulfate
  5. filtrationfiltered
  6. customSolvent was removed by rotary evaporation

출처 및 근거

ORD 기록
ord-506dd38d84574e3fb2043200e9fd0cae
출처 데이터셋
uspto-grants-2010_04
특허 번호
US07696136B2

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