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Acetyl chloride → 1-(3-Nitro-7,8-dihydro-6H-5-oxa-9-aza-benzocyclohepten-9-yl)-ethanone

HRID 1688040
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HRID 1688040 반응식
[C:1](Cl)(=[O:3])[CH3:2].[N+:5]([C:8]1[CH:18]=[CH:17][C:11]2[NH:12][CH2:13][CH2:14][CH2:15][O:16][C:10]=2[CH:9]=1)([O-:7])=[O:6]>CN(C)C1C=CN=CC=1.N1C=CC=CC=1>[N+:5]([C:8]1[CH:18]=[CH:17][C:11]2[N:12]([C:1](=[O:3])[CH3:2])[CH2:13][CH2:14][CH2:15][O:16][C:10]=2[CH:9]=1)([O-:7])=[O:6]
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참가 물질

5

반응물 2

HCID 6367Acetyl chlorideHCID 672641803-Nitro-6,7,8,9-tetrahydro-5-oxa-9-aza-benzocycloheptene

생성물 1

HCID 672644451-(3-Nitro-7,8-dihydro-6H-5-oxa-9-aza-benzocyclohepten-9-yl)-ethanone수율 91.6%

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 1049Pyridine용매

실험 절차

Acetyl chloride (0.080 mL, 1.1 mmol) was added to 3-Nitro-6,7,8,9-tetrahydro-5-oxa-9-aza-benzocycloheptene (203 mg, 1.04 mmol) and 4-Dimethylaminopyridine (13 mg, 0.10 mmol) in Pyridine (3.5 mL) and the reaction was stirred at room temperature overnight. The mixture was partitioned between 20 mL EtOAc and 20 mL satd. sodium bicarbonate, the org. was then washed with 1N HCl (20 mL) and brine (20 mL), dried and conc. in vacuo to give 1-(3-Nitro-7,8-dihydro-6H-5-oxa-9-aza-benzocyclohepten-9-yl)-ethanone as yellow solids (225 mg, 91%).

후처리

  1. customThe mixture was partitioned between 20 mL EtOAc and 20 mL
  2. washwas then washed with 1N HCl (20 mL) and brine (20 mL)
  3. customdried and conc. in vacuo

출처 및 근거

ORD 기록
ord-ee23eb6a329345c29a82600cd74133b1
출처 데이터셋
uspto-grants-2012_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08148391B2

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