Methanol → HCID 18614386、化合物

HRID 1725755ノート

反応式

HRID 1725755 の反応式
[CH2:1]=[C:2]1[CH2:6][CH2:5][C:4]([CH:11]([CH3:13])[CH3:12])([C:7]([O:9]C)=[O:8])[CH2:3]1.O.[OH-].[Li+].CO>O1CCOCC1.O>[CH2:1]=[C:2]1[CH2:6][CH2:5][C:4]([CH:11]([CH3:13])[CH3:12])([C:7]([OH:9])=[O:8])[CH2:3]1

参加物

6

反応物 3

HCID 887MethanolHCID 168937Lithium hydroxide, monohydrateHCID 18614378HCID 18614378、化合物

生成物 1

HCID 18614386HCID 18614386、化合物収率 111.9%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 312751,4-Dioxane溶媒

反応条件

温度
80 °C

実験手順

A solution of the methyl 3-methylene-1-isopropylcyclopentanecarboxylate (Step A, 1.21 g, 6.64 mmol) in a mixture of dioxane (4 mL) and water (4 mL) containing 1.114 g (26.56 mmol) of lithium hydroxide monohydrate was homogenized with methanol, and stirred at 80° C. for 48 hrs. The solvent was removed in vacuo, the residue was dissolved in water and the non-acidic components were extracted with diethyl ether (3×30 mL), combined ethers were back-washed with water (1×30 mL). The combined aqueous phases were acidified with 2N HCl and extracted with chloroform (6×30 mL), dried (anhydrous magnesium sulfate) and evaporated to dryness to leave 1.25 g of crude acid. It was used in the next reaction step without any further purification.

後処理

  1. customThe solvent was removed in vacuo
  2. dissolutionthe residue was dissolved in water
  3. extractionthe non-acidic components were extracted with diethyl ether (3×30 mL)
  4. washwere back-washed with water (1×30 mL)
  5. extractionextracted with chloroform (6×30 mL)
  6. dry with materialdried (anhydrous magnesium sulfate)
  7. customevaporated to dryness

出典と根拠

ORDレコード
ord-13ad3a811faf4546bc435ea116070bbc
出典データセット
uspto-grants-2009_02
特許番号
US07491737B2

反応ノート

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