Bromobenzene → HCID 22504545, 화합물

HRID 1368942노트

반응식

HRID 1368942 반응식
[CH2:1]([O:8][CH2:9][CH2:10][CH:11]([C:26]1[CH:31]=[CH:30][C:29]([Cl:32])=[CH:28][CH:27]=1)[C:12]([C:14]1[CH:19]=[CH:18][C:17]([O:20][CH2:21][CH2:22][N:23]([CH3:25])[CH3:24])=[CH:16][CH:15]=1)=[O:13])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Br[C:34]1[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1.[Cl-].[NH4+]>O1CCCC1>[CH2:1]([O:8][CH2:9][CH2:10][CH:11]([C:26]1[CH:27]=[CH:28][C:29]([Cl:32])=[CH:30][CH:31]=1)[C:12]([C:14]1[CH:19]=[CH:18][C:17]([O:20][CH2:21][CH2:22][N:23]([CH3:24])[CH3:25])=[CH:16][CH:15]=1)([C:34]1[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1)[OH:13])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

참가 물질

5

반응물 3

HCID 7961BromobenzeneHCID 25517Ammonium ChlorideHCID 22504616HCID 22504616, 화합물

생성물 1

HCID 22504545HCID 22504545, 화합물

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

4-Benzyloxy-2-(4-chlorophenyl)-1-[4-(2-dimethylaminoethoxy)phenyl]butan-1-one (9.4 g, 0.021 mol) is added to Grignard reagent prepared from bromobenzene (13.1 g, 0.083 mol) and Mg turnings (2.0 g, 0.083 mol) in dry tetrahydrofuran. The mixture is refluxed for 3 h. Saturated ammonium chloride solution is added to the cooled reaction mixture, the THF layer is separated and the aqueous phase is extracted with toluene. The combined organic phases are washed with water and the solvents are evaporated. The residual product (10.7 g) is used in the next reaction step without further purification.

후처리

  1. temperatureThe mixture is refluxed for 3 h
  2. customthe THF layer is separated
  3. extractionthe aqueous phase is extracted with toluene
  4. washThe combined organic phases are washed with water
  5. customthe solvents are evaporated
  6. customThe residual product (10.7 g) is used in the next reaction step without further purification

출처 및 근거

ORD 기록
ord-847584165ed346478c10fd9209aae608
출처 데이터셋
uspto-grants-2003_06
특허 번호
US06576645B1

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