Water → HCID 22909967、化合物

HRID 1379282

反応式

HRID 1379282 の反応式
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]

参加物

6

反応物 4

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

生成物 1

HCID 22909967HCID 22909967、化合物

試薬・触媒・溶媒 1

HCID 111,2-Dichloroethane溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-ef0784d5e22a4363bdfa21ab08973160
出典データセット
uspto-grants-1997_09
特許番号
US05670656

関連ノート

読み込み中…