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Water → 2-Hydroxymethyl-8-methoxy-1,4-benzodioxan

HRID 2259919
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HRID 2259919 반응식
[OH:1][C:2]1[C:7]2[O:8][CH:9]([CH2:12][OH:13])[CH2:10][O:11][C:6]=2[CH:5]=[CH:4][CH:3]=1.[C:14](=O)([O-])[O-].[K+].[K+].CI.O>CN(C)C=O>[OH:13][CH2:12][CH:9]1[O:8][C:7]2[C:2]([O:1][CH3:14])=[CH:3][CH:4]=[CH:5][C:6]=2[O:11][CH2:10]1
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참가 물질

6

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HCID 962WaterHCID 6328Methyl iodide3회HCID 11430Potassium Carbonate2회HCID 143491888-Hydroxy-1,4-benzodioxan-2-ylmethanol

생성물 1

HCID 104881082-Hydroxymethyl-8-methoxy-1,4-benzodioxan수율 90%

시약·촉매·용매 1

HCID 6228
Dimethylformamide
용매

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온도
45 °C

실험 절차

A mixture of 5.52 g of 8-hydroxy-2-hydroxymethyl-1,4-benzodioxan (prepared as described in EP 210581), 4.2 g of anhydrous potassium carbonate and 2.06 ml of methyl iodide in 75 ml of anhydrous dimethylformamide was stirred at 45° C. for 8 hours. Methyl iodide (1 ml) was added to the mixture and stirring continued at the same temperature. After 8 hours, 1 ml of methyl iodide and 2.1 g of potassium carbonate were further added, and the reaction mixture was stirred at 45° C. for 6 hours. Thereafter, the mixture was cooled to room temperature, poured into water and extracted with ethyl acetate. The organic layer was washed with 6N aqueous sodium hydroxide solution, water, then dried on sodium sulfate. Evaporation of the organic layer to dryness in vacuo afforded 5.35 g of 2-hydroxymethyl-8-methoxy- 1,4-benzodioxan, which was used in the next step without further purification.

후처리

  1. stirringstirring
  2. waitAfter 8 hours
  3. stirringthe reaction mixture was stirred at 45° C. for 6 hours
  4. temperatureThereafter, the mixture was cooled to room temperature
  5. extractionextracted with ethyl acetate
  6. washThe organic layer was washed with 6N aqueous sodium hydroxide solution, water
  7. customdried on sodium sulfate
  8. customEvaporation of the organic layer to dryness in vacuo

출처 및 근거

ORD 기록
ord-8f8a3091a7a3426ba9191b01613e1399
출처 데이터셋
uspto-grants-1995_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05474994

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