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

HRID 1197552ノート

反応式

HRID 1197552 の反応式
[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

参加物

7

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 3007855Zincchloride触媒HCID 8028Tetrahydrofuran溶媒3 回

反応条件

温度
0 °C

実験手順

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 hours, water is added. The organics are layered with ether, dried (MgSO4), concentrated in vacuo, then chromatographed to give the title compound.

後処理

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

出典と根拠

ORDレコード
ord-5b478d646c7e46b28f7fc7cf741cafd9
出典データセット
uspto-grants-1994_01
特許番号
US05276053

反応ノート

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