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

HRID 1719730ノート

反応式

HRID 1719730 の反応式
[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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-2e181670a9584618adce48a18302962e
出典データセット
uspto-grants-1985_09
特許番号
US04542158

反応ノート

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