Guaiacol → Dimethyl 2-(2-methoxyphenoxy)malonate

HRID 8600

반응식

HRID 8600 반응식
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[OH:9].C(=O)([O-])[O-].[K+].[K+].[CH3:16][O:17][C:18](=[O:25])[CH:19](Cl)[C:20]([O:22][CH3:23])=[O:21]>CC(C)=O>[CH3:16][O:17][C:18](=[O:25])[CH:19]([O:9][C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][C:3]=1[O:2][CH3:1])[C:20]([O:22][CH3:23])=[O:21]

참가 물질

5

반응물 3

HCID 460GuaiacolHCID 11430Potassium CarbonateHCID 120070Dimethyl chloromalonate

생성물 1

HCID 12967085Dimethyl 2-(2-methoxyphenoxy)malonate

시약·촉매·용매 1

HCID 180Acetone용매2회

반응 조건

온도
45 °C

실험 절차

2-methoxy-phenol (guaiacol) (48 ml) was slowly added to a stirred suspension of potassium carbonate (70.8 g) in acetone (480 ml) followed by heating to 45° C. Then dimethylchloromalonate (63.2 ml) in acetone (50 ml) was added within 20 min. The reaction mixture was heated to reflux for 16 h. The solvent was evaporated under reduced pressure, the residue taken into water and extracted with DCM. The combined organic layers were dried over sodium sulfate and evaporated. The oily product was crystallized from methyl-tert.-butyl-ether to give dimethyl-(2-methoxyphenoxy)malonate (86 g).

후처리

  1. temperatureThe reaction mixture was heated
  2. temperatureto reflux for 16 h
  3. customThe solvent was evaporated under reduced pressure
  4. extractionextracted with DCM
  5. dry with materialThe combined organic layers were dried over sodium sulfate
  6. customevaporated
  7. customThe oily product was crystallized from methyl-tert.-butyl-ether

출처 및 근거

ORD 기록
ord-442b1ca72e0741b6b6941fed4e97a70d
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07091201B2

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