Water → HCID 136127060、化合物

HRID 432055ノート

反応式

HRID 432055 の反応式
[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]

参加物

6

反応物 4

HCID 962WaterHCID 6497Dimethyl SulfateHCID 516893Potassium BicarbonateHCID 136388365HCID 136388365、化合物

生成物 1

HCID 136127060HCID 136127060、化合物

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-df3a4f1ecfb94526a1c80bedf907d007
出典データセット
uspto-grants-2003_12
特許番号
US06660872B1

反応ノート

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