Water → Ethyl 6-(2-isobutoxy-5-methoxyphenyl)-6-oxo-3-methylhexa-2,4-dienoate

HRID 16645ノート

反応式

HRID 16645 の反応式
[CH2:1]([O:5][C:6]1[CH:11]=[CH:10][C:9]([O:12][CH3:13])=[CH:8][C:7]=1[C:14](=[O:22])[CH2:15]P(=O)([O-])OCC)[CH:2]([CH3:4])[CH3:3].CC(C)([O-])C.[K+].[CH3:29]/[C:30](/[CH:37]=O)=[CH:31]\[C:32]([O:34][CH2:35][CH3:36])=[O:33].O>O1CCCC1>[CH2:1]([O:5][C:6]1[CH:11]=[CH:10][C:9]([O:12][CH3:13])=[CH:8][C:7]=1[C:14](=[O:22])[CH:15]=[CH:29][C:30]([CH3:37])=[CH:31][C:32]([O:34][CH2:35][CH3:36])=[O:33])[CH:2]([CH3:3])[CH3:4]

参加物

6

反応物 4

HCID 962WaterHCID 6009828Ethyl (2E)-3-methyl-4-oxo-2-butenoateHCID 23665647Potassium tert-butoxideHCID 86603586HCID 86603586、化合物

生成物 1

HCID 86603585Ethyl 6-(2-isobutoxy-5-methoxyphenyl)-6-oxo-3-methylhexa-2,4-dienoate

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒3 回

反応条件

温度
50 °C

実験手順

3 g (8.4 mmol) of ethyl [2-(2-isobutoxy-5-methoxyphenyl)-2-oxoethyl]-phosphonate dissolved in 20 ml of tetrahydrofuran are added dropwise to a suspension of 1.41 g (12.6 mmol) of potassium tert-butoxide in 30 ml of tetrahydrofuran, heated to 50° C. Heating is continued for 20 minutes at 50° C., the mixture is then cooled to 0° C. and 1.8 g (12.6 mmol) of ethyl 3-methyl-4-oxocrotonate dissolved in 20 ml of tetrahydrofuran are added dropwise. The reaction mixture is then stirred for 72 hours at 25° C. Water is added and the resulting mixture is extracted with ether. After drying (Na2SO4), the solvent is evaporated off and the residue is purified by flash chromatography (dichloromethane) (2.58 g of yellow oil; 89%).

後処理

  1. temperatureHeating
  2. temperaturethe mixture is then cooled to 0° C.
  3. additionare added dropwise
  4. extractionthe resulting mixture is extracted with ether
  5. dry with materialAfter drying (Na2SO4)
  6. customthe solvent is evaporated off
  7. customthe residue is purified by flash chromatography (dichloromethane) (2.58 g of yellow oil; 89%)

出典と根拠

ORDレコード
ord-a324b16e61e64ab7b1a0c8ce6fe558cf
出典データセット
uspto-grants-2010_06
特許番号
US07737176B2

反応ノート

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