Water → HCID 136127060, 화합물

HRID 432055노트

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HRID 432055 반응식
[OH:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8](=[N:13][OH:14])[C:9]([O:11][CH3:12])=[O:10].[C:15](=O)(O)[O-].[K+].S(OC)(OC)(=O)=O.O>C(#N)C>[OH:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8](=[N:13][O:14][CH3:15])[C:9]([O:11][CH3:12])=[O:10]

참가 물질

6

반응물 4

HCID 962WaterHCID 6497Dimethyl SulfateHCID 516893Potassium BicarbonateHCID 136388365HCID 136388365, 화합물

생성물 1

HCID 136127060HCID 136127060, 화합물

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

1.7 g (0.0075 mol) of methyl 2-(2-hydroxyphenyl)-2-hydroxyimino-acetate (HPLC: 86.4% Z, log p=1.70) (Example VII-1d from process step 7) in 40 ml of acetonitrile are heated under reflux with 0.77 g (0.0076 mmol) of potassium bicarbonate and 1.1 g (0.0087 mol) of dimethyl sulphate for 10 hours. The reaction mixture is poured into water, the product is extracted with diethyl ether and the solvent is distilled off under reduced pressure. This gives 1.2 g of crude product which, according to HPLC, contains 46% of methyl Z-2-(2-hydroxyphenyl)-2-methoxyimino-acetate of log p=2.38. This crude product is chromatographed over silica gel using a mixture of 7 parts of n-hexane and 3 parts of acetone. This gives 0.8 g of a product which, according to HPLC, contains 54.4% methyl Z-2-(2-hydroxyphenyl)-2-methoxyimino-acetate of log p=2.39.

후처리

  1. extractionthe product is extracted with diethyl ether
  2. distillationthe solvent is distilled off under reduced pressure
  3. customThis crude product is chromatographed over silica gel using
  4. additiona mixture of 7 parts of n-hexane and 3 parts of acetone

출처 및 근거

ORD 기록
ord-df3a4f1ecfb94526a1c80bedf907d007
출처 데이터셋
uspto-grants-2003_12
특허 번호
US06660872B1

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