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

HRID 2190305ノート

反応式

HRID 2190305 の反応式
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

参加物

5

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 180Acetone溶媒HCID 3283Diethyl Ether溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-8c6d84cdea1443fa845c51efbc62ebdc
出典データセット
uspto-grants-2012_12
特許番号
US08324396B2

反応ノート

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