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

HRID 257829

반응식

HRID 257829 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-ada12f0014d54ed08e6ec5533f71c580
출처 데이터셋
uspto-grants-1993_11
특허 번호
US05264439

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