Acetic Anhydride → 2-(Acetyloxy)-4-methylbenzonitrile

HRID 1157859

반응식

HRID 1157859 반응식
[OH:1][C:2]1[CH:9]=[C:8]([CH3:10])[CH:7]=[CH:6][C:3]=1[C:4]#[N:5].[C:11](OC(=O)C)(=[O:13])[CH3:12].C(N(CC)CC)C>C(Cl)Cl>[C:11]([O:1][C:2]1[CH:9]=[C:8]([CH3:10])[CH:7]=[CH:6][C:3]=1[C:4]#[N:5])(=[O:13])[CH3:12]

참가 물질

5

반응물 3

HCID 7918Acetic AnhydrideHCID 8471TriethylamineHCID 143886562-Hydroxy-4-methylbenzonitrile

생성물 1

HCID 450912002-(Acetyloxy)-4-methylbenzonitrile수율 97.2%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

To a solution of 2-Hydroxy-4-methylbenzonitrile (0.563 g, 4.23 mmol) in CH2Cl2 (21 mL) was added acetic anhydride (0.60 mL, 6.36 mmol) followed by triethylamine (1.20 mL, 8.61 mmol) and the resultant solution was stirred at room temperature for 30 minutes. The mixture was diluted with CH2Cl2 (60 mL), washed with saturated aqueous NaHCO3 (20 mL) and brine (2×20 mL). The organic phase was dried (Na2SO4) and concentrated and provided 0.72 g (97%) of (2-cyano-5-methyl-phenyl) acetate as a white solid. 1H NMR (CDCl3) δ 2.38 (s, 3H), 2.43 (s, 3H), 7.08 (s, 1H), 7.13 (d, 1H, J=9 Hz), 7.54 (d, 1H, J=9 Hz).

후처리

  1. washwashed with saturated aqueous NaHCO3 (20 mL) and brine (2×20 mL)
  2. dry with materialThe organic phase was dried (Na2SO4)
  3. concentrationconcentrated

출처 및 근거

ORD 기록
ord-e4fd0ccdac754e1a8baa3ce7b9705d4c
출처 데이터셋
uspto-grants-2010_10
특허 번호
US07807694B2

연결된 노트

불러오는 중…