4-Bromobenzaldehyde → HCID 5151110, 화합물

HRID 1586236노트

반응식

HRID 1586236 반응식
[Br:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=O)=[CH:4][CH:3]=1.C1(P(=[CH:29][CH:30]=[O:31])(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>C(Cl)Cl>[Br:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[CH:29][CH:30]=[O:31])=[CH:4][CH:3]=1

참가 물질

4

반응물 2

HCID 707414-BromobenzaldehydeHCID 75051(Triphenylphosphoranylidene)acetaldehyde

생성물 1

HCID 5151110HCID 5151110, 화합물수율 35.3%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

Part A. 4-bromobenzaldehyde (9.11 gm, 49.28 mmol) and (triphenylphosphoranylidene) acetaldehyde (15.00 gm, 49.28 mmol) were combined in 250 mL of methylene chloride and stirred overnight at room temperature. The volatiles were removed under vacuum and the residue dissolved in 200 mL of EtOAc, filtered through a pad of silica gel and concentrated to dryness. The resulting residue was purified by flash chromatography on silica gel eluting hexane:ethyl acetate (3:1, v:v) to give 3-(4-bromophenyl) acrolein as a pale yellow solid 3.67 gm, (35%). MS m/e 211 (M+H)+ 1 H NMR (CDCl3) 6.70 (dd, 1H), 7.43 (m, 3H), 7.54 (d, 2H), 9.69 (d, 1H).

후처리

  1. customThe volatiles were removed under vacuum
  2. dissolutionthe residue dissolved in 200 mL of EtOAc
  3. filtrationfiltered through a pad of silica gel
  4. concentrationconcentrated to dryness
  5. customThe resulting residue was purified by flash chromatography on silica gel
  6. washeluting hexane:ethyl acetate (3:1, v:v)

출처 및 근거

ORD 기록
ord-5262caeffb054c2ca1be9aa1380f6067
출처 데이터셋
uspto-grants-1999_08
특허 번호
US05942544

반응 노트

불러오는 중…