Acetic Anhydride → 4-(1-(N-Acetylamino)cyclopropyl)anisole

HRID 481489노트

반응식

HRID 481489 반응식
[NH2:1][C:2]1([C:5]2[CH:10]=[CH:9][C:8]([O:11][CH3:12])=[CH:7][CH:6]=2)[CH2:4][CH2:3]1.[C:13](OC(=O)C)(=[O:15])[CH3:14].C(N(CC)CC)C>ClCl.O>[C:13]([NH:1][C:2]1([C:5]2[CH:10]=[CH:9][C:8]([O:11][CH3:12])=[CH:7][CH:6]=2)[CH2:4][CH2:3]1)(=[O:15])[CH3:14]

참가 물질

6

반응물 3

HCID 7918Acetic AnhydrideHCID 8471TriethylamineHCID 125236711-(4-Methoxyphenyl)cyclopropan-1-amine

생성물 1

HCID 190664314-(1-(N-Acetylamino)cyclopropyl)anisole수율 80.1%

시약·촉매·용매 2

HCID 962Water용매HCID 24526Chlorine용매

실험 절차

To a stirred suspension of Compound 7 (1.25 g, 7.66 mmol) in CH2 Cl2 (40 ml) was added acetic anhydride (860 mg, 8.42 mmol) and triethylamine (2.32 g, 22.98 mmol) at room temperature. The reaction mixture was stirred at room temperature for 22 h. The mixture was diluted with H2O (50 ml) and stirred for 10 min. The organic layer was separated and the aqueous layer was extracted with CH2Cl2. The combined solution was washed with 10% HCl aq., sat. NaHCO3 aq. and brine, dried (MgSO4) and concentrated in vacuo to give crude product (1.58 g, quant.), which was recrystallized from hexane-ethyl acetate to give Compound 8 (1.26 g, 80%) as a white solid.

후처리

  1. stirringstirred for 10 min
  2. customThe organic layer was separated
  3. extractionthe aqueous layer was extracted with CH2Cl2
  4. washThe combined solution was washed with 10% HCl aq., sat. NaHCO3 aq. and brine
  5. dry with materialdried (MgSO4)
  6. concentrationconcentrated in vacuo
  7. customto give crude product (1.58 g, quant.), which
  8. customwas recrystallized from hexane-ethyl acetate

출처 및 근거

ORD 기록
ord-94aacddcb9e94717af2bf698367018a5
출처 데이터셋
uspto-grants-1998_08
특허 번호
US05789423

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