N-Biphenyl-2-yl-2-chloro-acetamide → 5H,7H-Dibenzo[b,d]azepin-6-one

HRID 2105890

반응식

HRID 2105890 반응식
[Al+3].[Cl-].[Cl-].[Cl-].[C:5]1([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[NH:11][C:12](=[O:15])[CH2:13]Cl>ClC1C=CC=C(Cl)C=1>[CH:10]1[C:5]2[C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=3[CH2:13][C:12](=[O:15])[NH:11][C:6]=2[CH:7]=[CH:8][CH:9]=1

참가 물질

4

반응물 2

HCID 1129350N-Biphenyl-2-yl-2-chloro-acetamideHCID 6451240Aluminum(III) Chloride

생성물 1

HCID 113677985H,7H-Dibenzo[b,d]azepin-6-one수율 82.5%

시약·촉매·용매 1

HCID 109431,3-Dichlorobenzene용매

반응 조건

온도
170 °C

실험 절차

AlCl3 (12.1 g) was added to a solution of N-biphenyl-2-yl-2-chloro-acetamide (9.9 g) in 1,3-dichlorobenzene (99 mL). The reaction mixture was stirred for 24 hours at 170° C., cooled to 0° C. and poured into ice-water (1500 mL). The suspension obtained was filtered off, the precipitate washed with water (250 mL), 2 portions of hexane/dichloromethane 4:1 (25 mL), 2 portions of water (125 mL) and 2 portions of hexane (25 mL) affording 5H,7H-dibenzo[b,d]azepin-6-one (6.9 g, 82.5%) as an off-white powder.

후처리

  1. temperaturecooled to 0° C.
  2. customThe suspension obtained
  3. filtrationwas filtered off
  4. washthe precipitate washed with water (250 mL), 2 portions of hexane/dichloromethane 4:1 (25 mL), 2 portions of water (125 mL) and 2 portions of hexane (25 mL)

출처 및 근거

ORD 기록
ord-7aa0953984eb43d0a97d4253625c4f01
출처 데이터셋
uspto-grants-2009_08
특허 번호
US07579464B2

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