Bicarbonate Ion → HCID 136127060、化合物

HRID 432051ノート

反応式

HRID 432051 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-].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 769Bicarbonate IonHCID 962WaterHCID 6497Dimethyl SulfateHCID 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

2.4 g (0.0106 mol) of methyl 2-(2-hydroxyphenyl)-2-hydroxyimino-acetate (Example VII-1a from process step 3; HPLC: 17.1% E, log p=0.95; 68.9% Z, log p=1.68) in 60 ml of acetonitrile are heated under reflux with 1.08 g (0.011 mol) of potassiun bicarbonate and 1.55 g (0.0123 mol) of dimethyl sulphate for 10 hours. The reaction mixture is poured into water and extracted with diethyl ether, and the solvent is distilled off under reduced pressure. This gives 2.1 g of crude product which is chromatographed over silica gel using a mixture of 7 parts of n-hexane and 3 parts of acetone. This gives 1.6 g of product which, according to HPLC, contains 36.9% of methyl Z-2-(2-hydroxyphenyl)-2-methoxyimino-acetate of log p=2.39.

後処理

  1. extractionextracted with diethyl ether
  2. distillationthe solvent is distilled off under reduced pressure
  3. customThis gives 2.1 g of crude product which 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-e4e138586a8a48c4a2249bdd49f6d329
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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