Water → {2-(2,3,4,5-Tetramethylcyclopentadienyl)phenyl}phenylmethylalcohol

HRID 15698

反応式

HRID 15698 の反応式
[CH3:1][C:2]1[CH:3]([C:10]2[CH:17]=[CH:16][CH:15]=[CH:14][C:11]=2[CH:12]=[O:13])[C:4]([CH3:9])=[C:5]([CH3:8])[C:6]=1[CH3:7].[C:18]1([Li])[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1.O.C1(C)C=CC=CC=1>O1CCCC1.C1CCCCC1.CCOCC>[CH3:1][C:2]1[CH:3]([C:10]2[CH:17]=[CH:16][CH:15]=[CH:14][C:11]=2[CH:12]([OH:13])[C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[C:4]([CH3:9])=[C:5]([CH3:8])[C:6]=1[CH3:7]

参加物

8

反応物 4

HCID 962WaterHCID 1140TolueneHCID 1317271152-(2,3,4,5-Tetramethylcyclopentadienyl)benzaldehydeHCID 178506676HCID 178506676、化合物

生成物 1

HCID 131727116{2-(2,3,4,5-Tetramethylcyclopentadienyl)phenyl}phenylmethylalcohol収率 87%

試薬・触媒・溶媒 3

HCID 3283Diethyl Ether溶媒HCID 8028Tetrahydrofuran溶媒HCID 8078Cyclohexane溶媒

実験手順

To a solution of 2-(2,3,4,5-tetramethylcyclopentadienyl)benzaldehyde (2.0 g, 8.80 mmol) in tetrahydrofuran (34.0 mL) was added dropwise a 1.05 M solution of phenyllithium in cyclohexane and ether (17.7 mL) at −78° C. The temperature of the mixture was raised to room temperature and the mixture was stirred for 4 hrs. To the reaction mixture solution were added deionized water (20.0 mL) and toluene (20.0 mL) to separate an organic layer and an aqueous layer. The organic layer was dried over sodium sulfate, then distilled to remove the solvent, and purified by a silica gel column (hexane/ethyl acetate=9/1) to give {2-(2,3,4,5-tetramethylcyclopentadienyl)phenyl}phenylmethylalcohol (2.83 g, yield 87.0%) as a pale yellow oily substance.

後処理

  1. customto separate an organic layer
  2. dry with materialThe organic layer was dried over sodium sulfate
  3. distillationdistilled
  4. customto remove the solvent
  5. custompurified by a silica gel column (hexane/ethyl acetate=9/1)

出典と根拠

ORDレコード
ord-26e9f2d2099144b3b3ab23636d67b9e4
出典データセット
uspto-grants-2010_06
特許番号
US07732643B2

関連ノート

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