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

HRID 1492578노트

반응식

HRID 1492578 반응식
[Cl:1][C:2]1[CH:3]=[C:4]([CH:7]=[C:8]([O:11][CH3:12])[C:9]=1[OH:10])[CH:5]=[O: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 296223-Chloro-4-hydroxy-5-methoxybenzaldehydeHCID 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

A mixture of 0.50 g (2.65 mmol) of 3-chloro-4-hydroxy-5-methoxy-benzaldehyde, 0.668 g (2.92 mmol) of methyl 2-bromophenylacetate and K2CO3 (0.73 g, 5.3 mmol) in acetone (8 mL) was refluxed for 14 h. The mixture was cooled, filtered and evaporated in vacuo, and the residue was purified by flash chromatography on a silica gel column using 5% ethylacetate in hexane to afford 0.570 g (64%) of the title compound.

후처리

  1. temperaturewas refluxed for 14 h
  2. temperatureThe mixture was cooled
  3. filtrationfiltered
  4. customevaporated in vacuo
  5. customthe residue was purified by flash chromatography on a silica gel column

출처 및 근거

ORD 기록
ord-0fca2eb8f8a8486aa5f63d019e701022
출처 데이터셋
uspto-grants-1994_12
특허 번호
US05374638

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