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

HRID 873881노트

반응식

HRID 873881 반응식
[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]

참가 물질

3

반응물 2

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

생성물 1

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

실험 절차

(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).

후처리

  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

출처 및 근거

ORD 기록
ord-e89e4cc7593b4486a4726ba077112c6a
출처 데이터셋
uspto-grants-2015_03
특허 번호
US08975417B2

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