Toluene → 4-Acetoxypentanoic acid chloride

HRID 487500노트

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HRID 487500 반응식
[C:1]([O:4][CH:5]([CH3:11])[CH2:6][CH2:7][C:8](O)=[O:9])(=[O:3])[CH3:2].C1(C)C=CC=CC=1.C(Cl)(=O)C([Cl:22])=O>CN(C)C=O>[C:1]([O:4][CH:5]([CH3:11])[CH2:6][CH2:7][C:8]([Cl:22])=[O:9])(=[O:3])[CH3:2]

참가 물질

5

반응물 3

HCID 1140TolueneHCID 65578Oxalyl chlorideHCID 147371984-Acetoxypentanoic acid

생성물 1

HCID 543443094-Acetoxypentanoic acid chloride수율 81.5%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
50 °C

실험 절차

46.5 g (0.29 mol) of 4-acetoxypentanoic acid are dissolved at room temperature in 230 ml of abs. toluene, and then 0.2 ml of abs. Dimethyl formamide is added. Then 32.6 ml (0.38 mol) of oxalyl chloride are added dropwise such that the evolution of gas remains under control. When the dropwise addition is complete, the reaction mixture is heated to 50° C. and stirred for 1 hour at this temperature. The orange-red reaction solution is concentrated by evaporation. Distillation of the residue gives 42.2 g of 4-acetoxypentanoic acid chloride as a colorless liquid of b.p.34 110°-112° C.

후처리

  1. additionWhen the dropwise addition
  2. concentrationThe orange-red reaction solution is concentrated by evaporation
  3. distillationDistillation of the residue

출처 및 근거

ORD 기록
ord-4ae95b053e4641799505f83a8fb9265b
출처 데이터셋
uspto-grants-1994_03
특허 번호
US05294734

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