1-Chloroethyl 5-(2,4-difluorophenyl)salicylate → 1-(Ethoxycarbonyloxy)ethyl 5-(2,4-difluorophenyl)salicylate

HRID 1719730노트

반응식

HRID 1719730 반응식
[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[C:9]1[CH:20]=[C:13]([C:14]([O:16][CH:17](Cl)[CH3:18])=[O:15])[C:12]([OH:21])=[CH:11][CH:10]=1.[C:22](=[O:27])([O-:26])[O:23][CH2:24][CH3:25].[Na+]>CN(C=O)C>[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[C:9]1[CH:20]=[C:13]([C:14]([O:16][CH:17]([O:27][C:22]([O:23][CH2:24][CH3:25])=[O:26])[CH3:18])=[O:15])[C:12]([OH:21])=[CH:11][CH:10]=1

참가 물질

4

반응물 2

HCID 202667581-Chloroethyl 5-(2,4-difluorophenyl)salicylateHCID 23677505Sodium ethyl carbonate

생성물 1

HCID 134913951-(Ethoxycarbonyloxy)ethyl 5-(2,4-difluorophenyl)salicylate

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a solution of 1-chloroethyl 5-(2,4-difluorophenyl)salicylate (5.0 g) in about 40 ml of DMF is added portionwise 3.0 g of sodium ethyl carbonate. The reaction is stirred at room temperature and then concentrated in vacuo. The concentrate is partitioned between ether/ethyl acetate and acidified water. The organic layer is separated and the aqueous layer is again extracted with ether, the organic layers are pooled and washed with water followed by drying and concentration to the crude product. After further purification by chromatography as described in Example 1, the product is crystallized from hexane to afford pure 1-(ethoxycarbonyloxy)ethyl 5-(2,4-difluorophenyl)salicylate.

후처리

  1. concentrationconcentrated in vacuo
  2. customThe concentrate is partitioned between ether/ethyl acetate
  3. customThe organic layer is separated
  4. extractionthe aqueous layer is again extracted with ether
  5. washwashed with water
  6. customby drying
  7. concentrationconcentration to the crude product
  8. customAfter further purification by chromatography
  9. customthe product is crystallized from hexane

출처 및 근거

ORD 기록
ord-2e181670a9584618adce48a18302962e
출처 데이터셋
uspto-grants-1985_09
특허 번호
US04542158

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