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

HRID 1607648
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HRID 1607648 반응식
[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]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

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

생성물 1

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

시약·촉매·용매 2

HCID 66133Benzyl triethylammonium chloride촉매
HCID 6344
Dichloromethane
용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-e0e58543d92b4a5f92e41338cc72bfb4
출처 데이터셋
uspto-grants-1989_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04866089

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