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Methanol → Benzeneacetic acid, 2-hydroxy-alpha-oxo-, methyl ester

HRID 432052
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HRID 432052 반응식
[C:1](Cl)(=[O:3])C.C[OH:6].[O:7]1[C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=2[C:9](=[O:16])[C:8]1=NO>CC(C)=O>[OH:7][C:11]1[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=1[C:9](=[O:16])[C:8]([O:3][CH3:1])=[O:6]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 887MethanolHCID 6367Acetyl chlorideHCID 178516824HCID 178516824, 화합물

생성물 1

HCID 182159Benzeneacetic acid, 2-hydroxy-alpha-oxo-, methyl ester

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

27 g of acetyl chloride (0.344 mol) are added dropwise to a mixture of 245 ml of methanol and 245 ml of acetone. 20 g (0.123 mol) of benzofuran-2,3-dione 2-oxime are dissolved in this mixture and the mixture is subsequently heated under reflux for 1 hour. The solvent is distilled off under reduced pressure, the residue is poured into water, the product is extracted with diethyl ether, the organic phase is dried over sodium sulphate and the solvent is distilled off under reduced pressure. This gives 20.8 g of crude product which, according to HPLC, contains 92.4% methyl 2-hydroxyphenylglyoxylate of log p=1.87.

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후처리

  1. temperaturethe mixture is subsequently heated
  2. temperatureunder reflux for 1 hour
  3. distillationThe solvent is distilled off under reduced pressure
  4. additionthe residue is poured into water
  5. extractionthe product is extracted with diethyl ether
  6. dry with materialthe organic phase is dried over sodium sulphate
  7. distillationthe solvent is distilled off under reduced pressure

출처 및 근거

ORD 기록
ord-3ea6f16492de4ba69a52bca564e98c13
출처 데이터셋
uspto-grants-2003_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06660872B1

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