Methanol → Methyl 11-methoxy-7,11-dimethyl-3-oxo-6-dodecenoate

HRID 436880ノート

反応式

HRID 436880 の反応式
S(=O)(=O)(O)O.[CH3:6][C:7]([CH2:18][CH2:19][CH:20]=[C:21]([CH3:23])[CH3:22])=[CH:8][CH2:9][CH2:10][C:11](=[O:17])[CH2:12][C:13]([O:15][CH3:16])=[O:14].[CH3:24][OH:25]>O>[CH3:24][O:25][C:21]([CH3:23])([CH3:22])[CH2:20][CH2:19][CH2:18][C:7]([CH3:6])=[CH:8][CH2:9][CH2:10][C:11](=[O:17])[CH2:12][C:13]([O:15][CH3:16])=[O:14]

参加物

5

反応物 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 53708905Methyl 3-oxo-7,11-dimethyl-dodeca-6,10-dienoate

生成物 1

HCID 54124623Methyl 11-methoxy-7,11-dimethyl-3-oxo-6-dodecenoate

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

The product can be obtained in the form of a mixture of E and Z isomers by adding dropwise 3 ml of concentrated sulfuric acid to a solution of 7.6 g of the product of Example 3 in 45 ml of methanol and stirring the mixture at room temperature for 40 hours. The mixture was diluted with water and extracted with methylene chloride. The extracts were washed with water, dried over sodium sulfate and evaporated to dryness and the residue was chromatographed over silica and was eluted with a 9-1 benzene-ethyl acetate mixture to obtain 1.3 g of methyl 11-methoxy-7,11-dimethyl-3-oxo-6-dodecenoate in the form of a colorless oil.

後処理

  1. customThe product can be obtained in the form of a mixture of E and Z isomers
  2. extractionextracted with methylene chloride
  3. washThe extracts were washed with water
  4. dry with materialdried over sodium sulfate
  5. customevaporated to dryness
  6. customthe residue was chromatographed over silica
  7. washwas eluted with a 9-1 benzene-ethyl acetate mixture

出典と根拠

ORDレコード
ord-d35d695c5bf94e7da610d4125c65cffd
出典データセット
uspto-grants-1977_06
特許番号
US04028386

反応ノート

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