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

HRID 2176003ノート

反応式

HRID 2176003 の反応式
[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]

参加物

5

反応物 3

HCID 1049PyridineHCID 66774Methyl GlycolateHCID 821294-Nitrophenyl chloroformate

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

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.

後処理

  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 (

出典と根拠

ORDレコード
ord-1ca31ed2a81144edad6e429a4a6edf65
出典データセット
uspto-grants-2015_06
特許番号
US09062032B2

反応ノート

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