Pyridine → Methyl {[(4-nitrophenoxy)carbonyl]oxy}acetate

HRID 2176003노트

반응식

HRID 2176003 반응식
[C:1]([O:5][CH3:6])(=[O:4])[CH2:2][OH:3].N1C=CC=CC=1.Cl[C:14]([O:16][C:17]1[CH:22]=[CH:21][C:20]([N+:23]([O-:25])=[O:24])=[CH:19][CH:18]=1)=[O:15]>C(Cl)Cl>[N+:23]([C:20]1[CH:21]=[CH:22][C:17]([O:16][C:14]([O:3][CH2:2][C:1]([O:5][CH3:6])=[O:4])=[O:15])=[CH:18][CH:19]=1)([O-:25])=[O:24]

참가 물질

5

반응물 3

HCID 1049PyridineHCID 66774Methyl GlycolateHCID 821294-Nitrophenyl chloroformate

생성물 1

HCID 90377585Methyl {[(4-nitrophenoxy)carbonyl]oxy}acetate수율 17.6%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

A mixture of 640 mg of methyl glycolate, 0.60 mL of pyridine, and 10 mL of methylene chloride was added to 10 mL of a methylene chloride solution including 1.44 g of 4-nitrophenyl chloroformate at room temperature, followed by stirring for 2 hours at room temperature. The reaction mixture was concentrated under reduced pressure, and diethyl ether and water were added to the residue and an organic layer was separated. The organic layer was sequentially washed with water and saturated brine and dried over anhydrous sodium sulfate, followed by concentration under reduced pressure. The residue was purified by silica gel column chromatography (using chloroform only), thereby obtaining 320 mg of methyl {[(4-nitrophenoxy)carbonyl]oxy}acetate.

후처리

  1. customat room temperature
  2. concentrationThe reaction mixture was concentrated under reduced pressure, and diethyl ether and water
  3. additionwere added to the residue
  4. customan organic layer was separated
  5. washThe organic layer was sequentially washed with water and saturated brine
  6. dry with materialdried over anhydrous sodium sulfate
  7. concentrationfollowed by concentration under reduced pressure
  8. customThe residue was purified by silica gel column chromatography (

출처 및 근거

ORD 기록
ord-1ca31ed2a81144edad6e429a4a6edf65
출처 데이터셋
uspto-grants-2015_06
특허 번호
US09062032B2

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