Lithium Bromide → 3-Bromo-1,1-bis(4-fluorophenyl)propane

HRID 2190305노트

반응식

HRID 2190305 반응식
CC1C=CC(S(O[CH2:12][CH2:13][CH:14]([C:22]2[CH:27]=[CH:26][C:25]([F:28])=[CH:24][CH:23]=2)[C:15]2[CH:20]=[CH:19][C:18]([F:21])=[CH:17][CH:16]=2)(=O)=O)=CC=1.[Br-:29].[Li+]>CC(C)=O.CCOCC>[Br:29][CH2:12][CH2:13][CH:14]([C:22]1[CH:27]=[CH:26][C:25]([F:28])=[CH:24][CH:23]=1)[C:15]1[CH:20]=[CH:19][C:18]([F:21])=[CH:17][CH:16]=1

참가 물질

5

반응물 2

HCID 82050Lithium BromideHCID 222258963,3-Bis(4-fluorophenyl)propyl 4-methylbenzenesulfonate

생성물 1

HCID 138832773-Bromo-1,1-bis(4-fluorophenyl)propane

시약·촉매·용매 2

HCID 180Acetone용매HCID 3283Diethyl Ether용매

실험 절차

To a solution of 3,3-bis(4-fluorophenyl)propyl 4-methylbenzenesulfonate, prepared in the previous step, in acetone (100 mL) was added lithium bromide (17.83 g, 205 mmol). The reaction mixture was stirred at room temperature for 17 h, and concentrated. The crude reaction mixture was diluted with Et2O, washed with water (2×), brine (1×), dried over MgSO4, filtered, and concentrated. Purification by flash column chromatography on silica gel (eluted with 0% to 20% EtOAc in hexanes) gave 3-bromo-1,1-bis(4-fluorophenyl)propane.

후처리

  1. concentrationconcentrated
  2. customThe crude reaction mixture
  3. washwashed with water (2×), brine (1×)
  4. dry with materialdried over MgSO4
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customPurification by flash column chromatography on silica gel (eluted with 0% to 20% EtOAc in hexanes)

출처 및 근거

ORD 기록
ord-8c6d84cdea1443fa845c51efbc62ebdc
출처 데이터셋
uspto-grants-2012_12
특허 번호
US08324396B2

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