Hexane → 1,1-Dibromo-2-[2-chloro-4-(methylsulphenyl)phenyl]ethene

HRID 21459ノート

反応式

HRID 21459 の反応式
[C:1]1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[C:20]([Br:24])(Br)(Br)[Br:21].[Cl:25][C:26]1[CH2:33][C:32](=[S:34])[CH:31]=[CH:30][C:27]=1[CH:28]=O.CCCCCC>ClCCl>[Br:21][C:20]([Br:24])=[CH:28][C:27]1[CH:30]=[CH:31][C:32]([S:34][CH3:1])=[CH:33][C:26]=1[Cl:25]

参加物

6

反応物 4

HCID 8058HexaneHCID 11205Carbon tetrabromideHCID 11776TriphenylphosphineHCID 867482642-Chloro-4-(sulphenyl)-benzaldehyde

生成物 1

HCID 199317831,1-Dibromo-2-[2-chloro-4-(methylsulphenyl)phenyl]ethene収率 62.8%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

Triphenyl phosphine (2.5 g) was added to a stirred solution of carbon tetrabromide (1.48 g) in dichloromethane maintaining the temperature at 0° C. The mixture was stirred for 0.5 hours and 2-chloro-4-(sulphenyl)-benzaldehyde (1.0 g) was added. The resultant mixture was stirred for 0.5 hours and poured into hexane. The resulting solid was filtered off and washed with ether. The combined filtrates were evaporated to dryness and the residue was purified by chromatrography eluted with hexane to give 1,1-dibromo-2-[2-chloro-4-(methylsulphenyl)phenyl]ethene (0.96 g) as a white solid, NMR (CDCl3) 2.45 (s,3H), 7.15(d,1H), 7.25(s,1H), 7.55(s,1H), 7.6(d,1H). By proceeding in a similar manner the following compound was prepared from the appropriately substituted starting material.

後処理

  1. filtrationThe resulting solid was filtered off
  2. washwashed with ether
  3. customThe combined filtrates were evaporated to dryness
  4. customthe residue was purified by chromatrography
  5. washeluted with hexane

出典と根拠

ORDレコード
ord-fd964d87592641c1abba733f35d3ef45
出典データセット
uspto-grants-1995_06
特許番号
US05424276

反応ノート

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