Acetic Anhydride → 1-(1,3,4,5-Tetrahydro-2H-2-benzazepin-2-yl)ethanone

HRID 540311

반응식

HRID 540311 반응식
Cl.[CH2:2]1[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=2[CH2:6][CH2:5][CH2:4][NH:3]1.C(N(CC)CC)C.[C:20](OC(=O)C)(=[O:22])[CH3:21]>ClCCl>[CH2:2]1[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=2[CH2:6][CH2:5][CH2:4][N:3]1[C:20](=[O:22])[CH3:21]

참가 물질

5

반응물 3

HCID 7918Acetic AnhydrideHCID 8471TriethylamineHCID 178487942,3,4,5-Tetrahydro-1H-benzo[c]azepine hydrochloride

생성물 1

HCID 104651101-(1,3,4,5-Tetrahydro-2H-2-benzazepin-2-yl)ethanone수율 97.1%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

반응 조건

온도
0 °C

실험 절차

A suspension of 2,3,4,5-tetrahydro-1H-2-benzazepine hydrochloride (10 g, 54.4 mmol) in dry dichloromethane (450 mL) was stirred at 0° C. Triethylamine (18.21 mL, 130.6 mmol) was added followed by the dropwise addition of acetic anhydride (6.18 mL, 65.3 mmol) in dry dichloromethane (50 mL). The reaction was then stirred for 1 hour whilst allowing the temperature to rise slowly to room temperature. The resulting mixture was washed with 1 N hydrochloric acid (200 mL) and brine (200 mL), dried over sodium sulfate and concentrated in vacuo to give 10 g of product as colorless oil (yield was 97%). It was used in next step without further purification. MS obsd. (ESI+) [(M+H)+] 190.

후처리

  1. stirringThe reaction was then stirred for 1 hour
  2. customto rise slowly to room temperature
  3. washThe resulting mixture was washed with 1 N hydrochloric acid (200 mL) and brine (200 mL)
  4. dry with materialdried over sodium sulfate
  5. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-d7039474f4904535a7ee7aefd65b3471
출처 데이터셋
uspto-grants-2014_10
특허 번호
US08871756B2

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