Acetic Anhydride → [(E)-1-(2-hydroxy-3-methylphenyl)ethylideneamino] acetate

HRID 873881ノート

反応式

HRID 873881 の反応式
[OH:1][C:2]1[C:7]([CH3:8])=[CH:6][CH:5]=[CH:4][C:3]=1/[C:9](=[N:11]/[OH:12])/[CH3:10].[CH3:13][C:14](OC(C)=O)=[O:15]>>[C:14]([O:12]/[N:11]=[C:9](/[C:3]1[CH:4]=[CH:5][CH:6]=[C:7]([CH3:8])[C:2]=1[OH:1])\[CH3:10])(=[O:15])[CH3:13]

参加物

3

反応物 2

HCID 7918Acetic AnhydrideHCID 1370147826-[1-(Hydroxyamino)ethylidene]-2-methylcyclohexa-2,4-dien-1-one

生成物 1

HCID 137014778[(E)-1-(2-hydroxy-3-methylphenyl)ethylideneamino] acetate収率 96%

実験手順

(E)-1-(2-hydroxy-3-methylphenyl)ethanone oxime (Step 46.2) (5.5 g, 30 mmol) was added into Ac2O (48.1 mL, 509 mmol) under argon and the resulting mixture was stirred at RT for 1.5 hr. The reaction was concentrated to 10 mL volume under reduced pressure; the resulting suspension was diluted with cold water and stirred at RT until a fine precipitate occurred. The resulting solid was filtrated off, washed with water and dried to afford the title product (6.03 g, 28.8 mmol, 96% yield) as colorless solid. tR: 1.08 min (LC-MS 2); ESI-MS: 208 [M+H]+; Rf=0.60 (hexane/EtOAc 1:1).

後処理

  1. concentrationThe reaction was concentrated to 10 mL volume under reduced pressure
  2. additionthe resulting suspension was diluted with cold water
  3. stirringstirred at RT until a fine precipitate
  4. filtrationThe resulting solid was filtrated off
  5. washwashed with water
  6. customdried

出典と根拠

ORDレコード
ord-e89e4cc7593b4486a4726ba077112c6a
出典データセット
uspto-grants-2015_03
特許番号
US08975417B2

反応ノート

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