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Benzoyl chloride → 2-Benzoyloxymethyl-3,4-dihydro-2H-pyran

HRID 905081
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HRID 905081 반응식
[C:1](Cl)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH:10][CH2:11][CH:12]1[CH2:17][CH2:16][CH:15]=[CH:14][O:13]1.C(=O)(O)[O-].[Na+]>N1C=CC=CC=1>[C:1]([O:10][CH2:11][CH:12]1[CH2:17][CH2:16][CH:15]=[CH:14][O:13]1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1
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참가 물질

5

반응물 3

HCID 7412Benzoyl chlorideHCID 955593,4-dihydro-2H-pyran-2-methanolHCID 516892Sodium Bicarbonate

생성물 1

HCID 130712852-Benzoyloxymethyl-3,4-dihydro-2H-pyran

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

9.77 g of benzoyl chloride were slowly added dropwise to a solution of 7.20 g of 2-hydroxymethyl-3,4-dihydro-2H-pyran in 14 ml of dry pyridine, whilst cooling the solution on an ice-water bath. When the addition was complete, the mixture was stirred at room temperature for 2 hours and then poured into an aqueous solution of sodium bicarbonate. The mixture was extracted with diethyl ether and the ethereal extract was washed with aqueous sodium chloride and dried over anhydrous sodium sulphate. The solvent was then evaporated off under reduced pressure and the residue was purified by distillation under reduced pressure, to give the title compound boiling at 112°-113° C./10 mmHG.

후처리

  1. temperaturewhilst cooling the solution on an ice-water bath
  2. additionWhen the addition
  3. extractionThe mixture was extracted with diethyl ether
  4. extractionthe ethereal extract
  5. washwas washed with aqueous sodium chloride
  6. dry with materialdried over anhydrous sodium sulphate
  7. customThe solvent was then evaporated off under reduced pressure
  8. distillationthe residue was purified by distillation under reduced pressure

출처 및 근거

ORD 기록
ord-35e7b3a39d884ba99caa4cf181c8378a
출처 데이터셋
uspto-grants-1983_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04421758

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