Water → HCID 22909967, 화합물

HRID 1379282

반응식

HRID 1379282 반응식
B(Br)(Br)[Br:2].[OH:5][CH:6]1[CH2:10][CH2:9][O:8][C:7]1=O.[F:12][C:13]([F:28])([F:27])[C:14]1[CH:15]=[C:16]([NH:20]C2C=CC=CC=2)[CH:17]=[CH:18][CH:19]=1.O>ClCCCl>[Br:2][CH2:9][CH2:10][CH:6]([OH:5])[C:7]([NH:20][C:16]1[CH:17]=[CH:18][CH:19]=[C:14]([C:13]([F:28])([F:27])[F:12])[CH:15]=1)=[O:8]

참가 물질

6

반응물 4

HCID 962WaterHCID 75483-(Trifluoromethyl)-N-phenylanilineHCID 25134Boron tribromideHCID 545831alpha-Hydroxy-gamma-butyrolactone

생성물 1

HCID 22909967HCID 22909967, 화합물

시약·촉매·용매 1

HCID 111,2-Dichloroethane용매

실험 절차

Boron tribromide (11.0 ml, 1.0M solution in dichloromethane) was added dropwise to a stirred solution of 3-hydroxytetrahydrofuran-2-one (1.0 g) and 3-trifluoromethylphenylaniline (1.58 g) in 1,2-dichloroethane (20 ml). The mixture was stirred overnight at room temperature, poured on to water and extracted with dichloromethane. The extracts were washed with hydrochloric acid (2M) and brine, dried over magnesium sulphate, and evaporated under reduced pressure. The residue was chromatographed on silica, using dichloromethane-ethanol (49:1) as eluant, to give the title compound (0.74 g, m.p. 67°-69° C.). NMR (CDCl3): δ 2.3(1H,m); 2.6(1H,m); 3.5(1H,bs); 3.6(2H,dd); 4.5(1H,dd); 7.4(2H,m); 7.7 (1H,d); 7.9(1H,s); 8.7(1H,bs). MS: M+ 325, 327.

후처리

  1. extractionextracted with dichloromethane
  2. washThe extracts were washed with hydrochloric acid (2M) and brine
  3. dry with materialdried over magnesium sulphate
  4. customevaporated under reduced pressure
  5. customThe residue was chromatographed on silica

출처 및 근거

ORD 기록
ord-ef0784d5e22a4363bdfa21ab08973160
출처 데이터셋
uspto-grants-1997_09
특허 번호
US05670656

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