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

HRID 867907

반응식

HRID 867907 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

HCID 38414102-(2-Chloroethoxy)benzaldehyde수율 86%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-3477590f4ad34286b63e28571ef0e6ef
출처 데이터셋
uspto-grants-1988_10
특허 번호
US04777178

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