Acetic Acid → Z-(5,6-dihydro-1,4,2-dioxazin-3-yl)-(2-hydroxy-phenyl)-methanone O-methyl-oxime

HRID 612804ノート

反応式

HRID 612804 の反応式
[CH3:1][O:2][N:3]=[C:4]1[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=2[O:6][C:5]1=[N:13][O:14][CH2:15][CH2:16][OH:17].[OH-].[K+].C(O)(=O)C>O>[CH3:1][O:2]/[N:3]=[C:4](/[C:5]1[O:17][CH2:16][CH2:15][O:14][N:13]=1)\[C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=1[OH:6]

参加物

5

反応物 3

HCID 176Acetic AcidHCID 14797Potassium HydroxideHCID 543010792,3-Benzofurandione, 2-[O-(2-hydroxyethyl)oxime] 3-(O-methyloxime)

生成物 1

HCID 135542407Z-(5,6-dihydro-1,4,2-dioxazin-3-yl)-(2-hydroxy-phenyl)-methanone O-methyl-oxime収率 69.1%

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
10 °C

実験手順

A solution of 25.6 g (0.1084 mol) of benzofuran-2,3-dione 2-[O-(2-hydroxy-ethyl)-oxime] 3-(O-methyl-oxime) and 14.2 g (0.216 mol) of potassium hydroxide pellets in 250 ml of water is stirred at 60° C. for 195 minutes. The solution is cooled to 10° C. and acidified to pH 5-6 with glacial acetic acid. The crystalline product is filtered off with suction, washed with 200 ml of water a little at a time and dried at 45° C. in a vacuum drying oven. 17.7 g (67.7% of theory) of E-(5,6-dihydro-[1,4,2]dioxazin-3-yl)-(2-hydroxy-phenyl)-methanone O-methyl-oxime are obtained.

後処理

  1. filtrationThe crystalline product is filtered off with suction
  2. washwashed with 200 ml of water a little at a time
  3. customdried at 45° C. in a vacuum
  4. customdrying oven

出典と根拠

ORDレコード
ord-e3014bdecf934152abdecd13d15b5d45
出典データセット
uspto-grants-1999_12
特許番号
US06005104

反応ノート

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