Pentadecanoic Acid → Pentadecanoyl chloride

HRID 848935

반응식

HRID 848935 반응식
[C:1]([OH:17])(=O)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH3:15].S(Cl)([Cl:20])=O>C1CCCCC1>[C:1]([Cl:20])(=[O:17])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH3:15]

참가 물질

4

반응물 2

HCID 13849Pentadecanoic Acid2회HCID 24386Thionyl Chloride2회

생성물 1

HCID 263097Pentadecanoyl chloride수율 63.9%

시약·촉매·용매 1

HCID 8078Cyclohexane용매

반응 조건

온도
80 °C

실험 절차

In a one L (liter) two-necked flask were placed 160.0 g (0.66 mol) of pentadecanoic acid and 200 milliliter (mL) of cyclohexane, and the flask was equipped with a 100 mL dropping funnel containing 83.3 g (0.7 mol) of thionyl chloride and a reflux tube. Then, the pentadecanoic acid was completely dissolved under heating and stirring of the flask in an oil bath at 80° C. Thereafter the thionyl chloride was added dropwise over a period of 2 hours, and further the oil bath was maintained at 80° C. for one hour. From the resultant reaction mixture were removed the cyclohexane and the thionyl chloride under reduced pressure by means of an aspirator. The resultant crude reaction product was subjected to vacuum distillation. Thus 110.0 g (0.42 mol) of pentadecanoyl chloride was obtained in a yield of 63.9% based on the fed pentadecanoic acid.

후처리

  1. customthe flask was equipped with a 100 mL
  2. temperatureunder heating
  3. temperaturefurther the oil bath was maintained at 80° C. for one hour
  4. customFrom the resultant reaction mixture
  5. customwere removed the cyclohexane
  6. customThe resultant crude reaction product
  7. distillationwas subjected to vacuum distillation

출처 및 근거

ORD 기록
ord-07969b092a2c4ae1a17a8fdba6c55536
출처 데이터셋
uspto-grants-2000_01
특허 번호
US06010708

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