Guaiacol → Dimethyl 2-(2-methoxyphenoxy)malonate

HRID 8600

反応式

HRID 8600 の反応式
[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]

参加物

5

反応物 3

HCID 460GuaiacolHCID 11430Potassium CarbonateHCID 120070Dimethyl chloromalonate

生成物 1

HCID 12967085Dimethyl 2-(2-methoxyphenoxy)malonate

試薬・触媒・溶媒 1

HCID 180Acetone溶媒2 回

反応条件

温度
45 °C

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-442b1ca72e0741b6b6941fed4e97a70d
出典データセット
uspto-grants-2006_08
特許番号
US07091201B2

関連ノート

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