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

HRID 15698

반응식

HRID 15698 반응식
[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]

참가 물질

8

반응물 4

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

생성물 1

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

시약·촉매·용매 3

HCID 3283Diethyl Ether용매HCID 8028Tetrahydrofuran용매HCID 8078Cyclohexane용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-26e9f2d2099144b3b3ab23636d67b9e4
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07732643B2

연결된 노트

불러오는 중…