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

HRID 636845ノート

反応式

HRID 636845 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 lozenges in 250 ml of water is stirred at 60° C. for 195 minutes. The solution is cooled to 10° C. and acidified to a pH of 5-6 with glacial acetic acid. The product which has crystallized out is filtered off with suction, washed with 200 ml of water in portions and dried at 45° C. in a vacuum drying cabinet. 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. customThe product which has crystallized out
  2. filtrationis filtered off with suction
  3. washwashed with 200 ml of water in portions
  4. customdried at 45° C. in a vacuum
  5. customdrying cabinet

出典と根拠

ORDレコード
ord-7047b5d9da724c11a0659ab04e46d473
出典データセット
uspto-grants-2001_02
特許番号
US06194590B1

反応ノート

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