Potassium Carbonate → Methyl 2-(2-chloro-4-hydroxymethyl-6-methoxyphenoxy)-2-phenylacetate

HRID 37231

反応式

HRID 37231 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]([CH:7]=[C:8]([O:11][CH3:12])[C:9]=1[OH:10])[CH2:5][OH:6].Br[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[CH2:20][C:21]([O:23][CH3:24])=[O:22].C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[Cl:1][C:2]1[CH:3]=[C:4]([CH2:5][OH:6])[CH:7]=[C:8]([O:11][CH3:12])[C:9]=1[O:10][CH:20]([C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][CH:14]=1)[C:21]([O:23][CH3:24])=[O:22]

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 41816553-Chloro-4-hydroxy-5-methoxybenzyl alcoholHCID 8063364Methyl 2-(2-bromophenyl)acetate

生成物 1

HCID 19385663Methyl 2-(2-chloro-4-hydroxymethyl-6-methoxyphenoxy)-2-phenylacetate収率 64%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

To a solution of 0.500 g (2.65 mmol) of 3-chloro-4-hydroxy-5-methoxybenzyl alcohol (Bader) and 0.668 g (1.1 eq) of methyl 2-bromophenylacetate dissolved in 5 mL acetone was added 0.733 g (2 eq) of anhydrous potassium carbonate and the reaction mixture was stirred and refluxed overnight. The reaction mixture was cooled to room temperature, filtered and evaporated in vacuo. The residual oil was purified on a silica gel flash chromatography column eluted with 35% ethyl acetate/hexane to afford 0.570 g (64%) of the title compound.

後処理

  1. temperaturerefluxed overnight
  2. filtrationfiltered
  3. customevaporated in vacuo
  4. customThe residual oil was purified on a silica gel flash chromatography column
  5. washeluted with 35% ethyl acetate/hexane

出典と根拠

ORDレコード
ord-7ce0cc15088f44eb8f0ce74d639b047b
出典データセット
uspto-grants-1995_05
特許番号
US05420133

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