Triphenylphosphine → (6-Bromo-3-oxo-1,3-dihydroisobenzofuran-1-yl)triphenylphosphonium bromide

HRID 1091775노트

반응식

HRID 1091775 반응식
[Br:1][CH:2]1[C:10]2[C:5](=[CH:6][CH:7]=[C:8]([Br:11])[CH:9]=2)[C:4](=[O:12])[O:3]1.[C:13]1([P:19]([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1>O1CCCC1>[Br-:1].[Br:11][C:8]1[CH:9]=[C:10]2[C:5]([C:4](=[O:12])[O:3][CH:2]2[P+:19]([C:20]2[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=2)([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=2)=[CH:6][CH:7]=1

참가 물질

4

반응물 2

HCID 11776TriphenylphosphineHCID 577917913,5-dibromoisobenzofuran-1(3H)-one

생성물 1

HCID 86633040(6-Bromo-3-oxo-1,3-dihydroisobenzofuran-1-yl)triphenylphosphonium bromide수율 71.5%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

3,5-dibromoisobenzofuran-1(3H)-one (94) (6.2 g, 21.24 mmol) and triphenylphosphine (5.57 g, 21.24 mmol) were heated at reflux in tetrahydrofuran (100 mL) overnight. The reaction was cooled and filtered to afford the desired material as a white solid (7.20 g, 71.5% yield); 1H NMR (400.132 MHz, CDCl3) δ 7.23 (1H, s), 7.59 (1H, d), 7.72-7.67 (7H, m), 7.92-7.84 (9H, m), 10.20 (1H, s);

후처리

  1. temperatureThe reaction was cooled
  2. filtrationfiltered

출처 및 근거

ORD 기록
ord-53eb79cc48244063a82598b97517d822
출처 데이터셋
uspto-grants-2012_03
특허 번호
US08129380B2

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