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

HRID 21459노트

반응식

HRID 21459 반응식
[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]

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-fd964d87592641c1abba733f35d3ef45
출처 데이터셋
uspto-grants-1995_06
특허 번호
US05424276

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