Ethanol, 2-chloro-, 1-(4-methylbenzenesulfonate) → 2-(2-Chloroethoxy)benzaldehyde

HRID 867907

反応式

HRID 867907 の反応式
[OH:1][C:2]1[CH:9]=[CH:8][CH:7]=[CH:6][C:3]=1[CH:4]=[O:5].[Cl:10][CH2:11][CH2:12]OS(C1C=CC(C)=CC=1)(=O)=O.C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[Cl:10][CH2:11][CH2:12][O:1][C:2]1[CH:9]=[CH:8][CH:7]=[CH:6][C:3]=1[CH:4]=[O:5]

参加物

5

反応物 3

HCID 6639Ethanol, 2-chloro-, 1-(4-methylbenzenesulfonate)HCID 6998SalicylaldehydeHCID 11430Potassium Carbonate

生成物 1

HCID 38414102-(2-Chloroethoxy)benzaldehyde収率 86%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

40.0 g of 2- hydroxybenzaldehyde, 84 g of 1-chloro-2-tosyloxyethane and 50 g of potassium carbonate are added to 270 ml of dimethylformamide, and the mixture is stirred at room temperature for 3 days. After the reaction, half of the solvent is distilled off under reduced pressure. About 600 ml of water are added to the residue, and the mixture is extracted with ether. The extract is washed with 10% sodium hydroxide solution and water, dried and then distilled to remove the solvent. The residue is distilled at 116°-118° C./0.2-0.3 mmHg to give 2-(2-chloroethyloxy)benzaldehyde (51.9 g, yield: 86%) as a coloress oil. The properties of this compound are the same as those disclosed in J.O.C., 18, 1380-1402 (1953).

後処理

  1. customAfter the reaction, half of the solvent
  2. distillationis distilled off under reduced pressure
  3. additionAbout 600 ml of water are added to the residue
  4. extractionthe mixture is extracted with ether
  5. washThe extract is washed with 10% sodium hydroxide solution and water
  6. customdried
  7. distillationdistilled
  8. customto remove the solvent
  9. distillationThe residue is distilled at 116°-118° C./0.2-0.3 mmHg

出典と根拠

ORDレコード
ord-3477590f4ad34286b63e28571ef0e6ef
出典データセット
uspto-grants-1988_10
特許番号
US04777178

関連ノート

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