Water → Cyclohexanone, 2-[(phenylmethoxy)methyl]-

HRID 1460605노트

반응식

HRID 1460605 반응식
[CH2:1]([Li])[CH2:2][CH2:3][CH3:4].Cl[CH2:7][O:8][CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.[OH2:16].[CH3:17][CH2:18]OCC>O1CCCC1.[Cl-].[Zn+2].[Cl-]>[C:4]1([CH2:7][O:8][CH2:9][CH:10]2[CH2:15][CH2:14][CH2:13][CH2:12][C:11]2=[O:16])[CH:18]=[CH:17][CH:1]=[CH:2][CH:3]=1

참가 물질

7

반응물 4

HCID 962WaterHCID 3283Diethyl EtherHCID 137983Benzyl chloromethyl etherHCID 178418339Butyllithium

생성물 1

HCID 10489011Cyclohexanone, 2-[(phenylmethoxy)methyl]-

시약·촉매·용매 2

HCID 3007855Zincchloride촉매HCID 8028Tetrahydrofuran용매3회

반응 조건

온도
0 °C

실험 절차

A solution of 1-cyclohexenyloxytimethylsilane in dry tetrahydrofuran is treated with n-butyllithium (1.6M in hexane), 1.1 equivalents). After stirring 45 minutes the solution is cooled to 0° C. and a solution of zinc chloride (0.5 equivalents) in tetrahydrofuran is added dropwise. The mixture is stirred for 30 minutes followed by addition of choromethylbenzyl ether (1.2 equivalents) as a solution in tetrahydrofuran. After stirring for 6 hours, water is added. The organics are layered with ether, dried (MgSO4), concentrated in vacuo, then chromatographed to give the title compound.

후처리

  1. stirringThe mixture is stirred for 30 minutes
  2. stirringAfter stirring for 6 hours
  3. dry with materialdried (MgSO4)
  4. concentrationconcentrated in vacuo
  5. customchromatographed

출처 및 근거

ORD 기록
ord-cf999f4eb96e49079bd22932521c0dcf
출처 데이터셋
uspto-grants-1991_12
특허 번호
US05071853

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