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Acetyl chloride → 4-Acetyl-2,6-dimethoxyphenyl acetate

HRID 2421281
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HRID 2421281 반응식
[CH3:1][C:2]([C:4]1[CH:9]=[C:8]([O:10][CH3:11])[C:7]([OH:12])=[C:6]([O:13][CH3:14])[CH:5]=1)=[O:3].C([O-])([O-])=O.[K+].[K+].C(N(CC)CC)C.[C:28](Cl)(=[O:30])[CH3:29]>ClCCl.O>[C:28]([O:12][C:7]1[C:6]([O:13][CH3:14])=[CH:5][C:4]([C:2](=[O:3])[CH3:1])=[CH:9][C:8]=1[O:10][CH3:11])(=[O:30])[CH3:29]
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참가 물질

7

반응물 4

HCID 6367Acetyl chlorideHCID 8471TriethylamineHCID 11430Potassium CarbonateHCID 17198Acetosyringone

생성물 1

HCID 30154104-Acetyl-2,6-dimethoxyphenyl acetate수율 99%

시약·촉매·용매 2

HCID 962Water용매
HCID 6344
Dichloromethane
용매

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온도
0 °C

실험 절차

3.0 g (15.3 mmol) of 3,5-dimethoxy-4-hydroxyacetophenone is dissolved in dichloromethane (30 ml) and 2.53 g (18.3 mmol) of K2CO3 is added. Triethylamine (2.6 ml) is then added dropwise. The reaction medium is cooled down to 0° C. and acetyl chloride (1.31 ml; 18.3 mmol) is added. The mixture is stirred for 24 hours at ambient temperature then poured into ice-cooled water. After extraction with dichloromethane, the organic phase is washed with sodium chloride in a saturated aqueous solution before being dried over magnesium sulphate, filtered and concentrated under vacuum. The product obtained is purified by crystallization from ether in order to produce a white solid with a yield of 99%. Melting point: 145° C.

후처리

  1. additionthen poured into ice-
  2. extractionAfter extraction with dichloromethane
  3. washthe organic phase is washed with sodium chloride in a saturated aqueous solution
  4. dry with materialbefore being dried over magnesium sulphate
  5. filtrationfiltered
  6. concentrationconcentrated under vacuum
  7. customThe product obtained
  8. customis purified by crystallization from ether in order
  9. customto produce a white solid with a yield of 99%

출처 및 근거

ORD 기록
ord-59e6f5213ccf497ca6c5c5889d841a1e
출처 데이터셋
uspto-grants-2011_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07956075B2

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