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Methyl iodide → 6-Methoxy-7sec. butoxy-2,2-dimethyl-4-chromanone

HRID 1607648
ノート
印刷プレビュー

反応式

HRID 1607648 の反応式
[OH-].[Na+].[CH3:3]I.[OH:5][C:6]1[CH:7]=[C:8]2[C:13](=[CH:14][C:15]=1[O:16][CH:17]([CH2:19][CH3:20])[CH3:18])[O:12][C:11]([CH3:22])([CH3:21])[CH2:10][C:9]2=[O:23]>ClCCl.[Cl-].C([N+](CC)(CC)CC1C=CC=CC=1)C>[CH3:3][O:5][C:6]1[CH:7]=[C:8]2[C:13](=[CH:14][C:15]=1[O:16][CH:17]([CH2:19][CH3:20])[CH3:18])[O:12][C:11]([CH3:21])([CH3:22])[CH2:10][C:9]2=[O:23]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 6328Methyl iodideHCID 14798Sodium HydroxideHCID 143349736-Hydroxy-7-sec. butoxy-2,2-dimethyl-4-chromanone

生成物 1

HCID 143349836-Methoxy-7sec. butoxy-2,2-dimethyl-4-chromanone収率 96%

試薬・触媒・溶媒 2

HCID 66133Benzyl triethylammonium chloride触媒
HCID 6344
Dichloromethane
溶媒

実験手順

In 40 ml of a 5% sodium hydroxide solution 5.2 g (20 millimoles) of 6-hydroxy-7-sec. butoxy-2,2-dimethyl-4-chromanone are dissolved whereupon 80 ml of dichloro methane and 0.5 g of triethyl benzyl ammonium chloride are added and the mixture is intensively stirred at room temperature for 30 minutes. After the addition of 4.25 g (1.9 ml, 30 millimoles) of methyl iodide the reaction mixture is stirred for further 2 hours. The organic phase is separated, washed twice with 50 ml of water each, dried over sodium sulfate and the solvent is removed. The residue is crystallized from 90% ethanol. Thus 5.34 g of the desired compound are obtained, yield 96%. Mp.: 92.5°-93° C.

後処理

  1. additionare added
  2. stirringis stirred for further 2 hours
  3. customThe organic phase is separated
  4. washwashed twice with 50 ml of water each,
  5. dry with materialdried over sodium sulfate
  6. customthe solvent is removed
  7. customThe residue is crystallized from 90% ethanol

出典と根拠

ORDレコード
ord-e0e58543d92b4a5f92e41338cc72bfb4
出典データセット
uspto-grants-1989_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04866089

反応ノート

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