Carbon tetrabromide → 1-(2-Bromoethyl)-3,3-diphenylpyrrolidin-2-one

HRID 1667134노트

반응식

HRID 1667134 반응식
O[CH2:2][CH2:3][N:4]1[CH2:8][CH2:7][C:6]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[C:5]1=[O:21].C(Br)(Br)(Br)[Br:23].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>C(Cl)Cl>[Br:23][CH2:2][CH2:3][N:4]1[CH2:8][CH2:7][C:6]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[C:5]1=[O:21]

참가 물질

5

반응물 3

HCID 11205Carbon tetrabromideHCID 11776TriphenylphosphineHCID 673575371-(2-Hydroxyethyl)-3,3-diphenylpyrrolidin-2-one

생성물 1

HCID 673587991-(2-Bromoethyl)-3,3-diphenylpyrrolidin-2-one

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of the product from Example 64A (0.3, 1.1 mmol) in methylene chloride was added carbon tetrabromide (0.7 g, 2.13 mmol) and triphenylphosphine (0.56 g, 2.13 mmol) and the reaction mixture was stirred at room temperature overnight. The reaction mixture was concentrated, and the obtained residue was chromatographed on silica gel eluting with 10-30% ethyl acetate/hexane to yield the title compound. 1H NMR (300 MHz, CDCl3) δ ppm 7.31 (m, 10H), 3.78 (t, J=6.44 Hz, 2H), 3.54 (t, J=5.59 Hz, 2H), 3.49 (t, J=5.76 Hz, 2H), 2.80 (t, J=6.44 Hz, 2H); MS (ESI+) m/z 345 (M+H)+.

후처리

  1. concentrationThe reaction mixture was concentrated
  2. customthe obtained residue was chromatographed on silica gel eluting with 10-30% ethyl acetate/hexane

출처 및 근거

ORD 기록
ord-86881dcc2e0e4a86a5db31abf03f66a3
출처 데이터셋
uspto-grants-2011_10
특허 번호
US08044069B2

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