1-Chloroethyl chloroformate → Methyl 2,3-dihydro-1H-isoindole-4-carboxylate--hydrogen chloride (1/1)

HRID 1826996ノート

反応式

HRID 1826996 の反応式
[CH3:1][O:2][C:3]([C:5]1[C:6]2[CH2:7][N:8](CC3C=CC=CC=3)[CH2:9][C:10]=2[CH:11]=[CH:12][CH:13]=1)=[O:4].[Cl:21]C(OC(Cl)C)=O>ClCCl>[ClH:21].[CH3:1][O:2][C:3]([C:5]1[C:6]2[CH2:7][NH:8][CH2:9][C:10]=2[CH:11]=[CH:12][CH:13]=1)=[O:4]

参加物

4

反応物 2

HCID 5213051-Chloroethyl chloroformateHCID 19828480Methyl 2-benzylisoindoline-4-carboxylate

生成物 1

HCID 19828511Methyl 2,3-dihydro-1H-isoindole-4-carboxylate--hydrogen chloride (1/1)

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
-10 °C

実験手順

To a solution of 2-benzyl-2,3-dihydro-1H-isoindole-4-carboxylic acid methyl ester (0.3 g, 1.12 mmol) in dichloromethane (4 ml) at −10° C., was added dropwise α-chloroethyl chloroformate (0.16 ml, 1.46 mmol) and stirred at −10° C. for 30 mins. The solvent was removed by evaporation under reduced pressure and the residue dissolved in methanol (5 ml) and heated to 90° C. for 40 mins. The solution was cooled to room temperature and the solvent removed by evaporation under reduced pressure. The residue was diluted with ethyl acetate (30 ml), extracted into sat. NaOH solution to give a hygroscopic solid, used without further purification.

後処理

  1. customThe solvent was removed by evaporation under reduced pressure
  2. dissolutionthe residue dissolved in methanol (5 ml)
  3. temperatureheated to 90° C. for 40 mins
  4. temperatureThe solution was cooled to room temperature
  5. customthe solvent removed by evaporation under reduced pressure
  6. additionThe residue was diluted with ethyl acetate (30 ml)
  7. extractionextracted into sat. NaOH solution
  8. customto give a hygroscopic solid
  9. customused without further purification

出典と根拠

ORDレコード
ord-3fb2d936563a4b9095f5ce5b3f2dcfd0
出典データセット
uspto-grants-2006_05
特許番号
US07053122B2

反応ノート

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