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

HRID 1073392
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HRID 1073392 반응식
[CH3:1]I.[OH:3][C:4]1[CH:5]=[C:6]2[C:11](=[CH:12][C:13]=1[O:14][CH:15]([CH2:17][CH3:18])[CH3:16])[O:10][C:9]([CH3:20])([CH3:19])[CH2:8][C:7]2=[O:21]>[OH-].[Na+].ClCCl.[Cl-].C([N+](CC)(CC)CC1C=CC=CC=1)C>[CH3:1][O:3][C:4]1[CH:5]=[C:6]2[C:11](=[CH:12][C:13]=1[O:14][CH:15]([CH2:17][CH3:18])[CH3:16])[O:10][C:9]([CH3:19])([CH3:20])[CH2:8][C:7]2=[O:21]
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참가 물질

6

반응물 2

HCID 6328Methyl iodideHCID 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 3

HCID 66133Benzyl triethylammonium chloride촉매HCID 6344Dichloromethane용매
HCID 14798
Sodium Hydroxide
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 another 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 another 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-d54b739894a9434aa1b91c8f82b0df2c
출처 데이터셋
uspto-grants-1990_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04968819

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