Triethylamine → 1-(4-Bromobenzoyl)azetidine

HRID 1177096노트

반응식

HRID 1177096 반응식
CCN(CC)CC.Cl.[NH:9]1[CH2:12][CH2:11][CH2:10]1.[Br:13][C:14]1[CH:22]=[CH:21][C:17]([C:18](Cl)=[O:19])=[CH:16][CH:15]=1>C(Cl)Cl>[N:9]1([C:18]([C:17]2[CH:21]=[CH:22][C:14]([Br:13])=[CH:15][CH:16]=2)=[O:19])[CH2:12][CH2:11][CH2:10]1

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 685154-Bromobenzoyl chlorideHCID 12308726Azetidine hydrochloride

생성물 1

HCID 595603461-(4-Bromobenzoyl)azetidine수율 94%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

Et3N (2.00 mL, 14.3 mmol) and azetidine hydrochloride (462 mg, 4.94 mmol) were added to a solution of 4-bromobenzoyl chloride (1.07 g, 4.88 mmol) in CH2Cl2 (20 mL). The mixture was stirred at room temperature for 2 hr, diluted with CH2Cl2 (100 mL), and washed with 1N aqueous HCl (100 mL), H2O (100 mL), and brine (100 mL). The organic layer was dried over MgSO4 and concentrated to give a colorless oil (1.10 g, 94% yield). 1H NMR (400 MHz, CDCl3) δ 7.53 (ddd, J=17.43, 6.57, 2.27 Hz, 4 H) 4.21-4.32 (m, 4 H) 2.32-2.40 (m, 2 H); ); LCMS for C10H10BrNO m/z 241.00 (M+H)+.

후처리

  1. washwashed with 1N aqueous HCl (100 mL), H2O (100 mL), and brine (100 mL)
  2. dry with materialThe organic layer was dried over MgSO4
  3. concentrationconcentrated

출처 및 근거

ORD 기록
ord-40115995737549f89b11aaa9c2eae599
출처 데이터셋
uspto-grants-2010_11
특허 번호
US07842713B2

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