Lithium hydroxide, monohydrate → 2-Isobutylsuccinic acid

HRID 719596ノート

反応式

HRID 719596 の反応式
O.[OH-].[Li+].C[O:5][C:6](=[O:16])[CH:7]([CH2:12][CH:13]([CH3:15])[CH3:14])[CH2:8][C:9]([OH:11])=[O:10]>O.O1CCOCC1>[CH2:12]([CH:7]([CH2:8][C:9]([OH:11])=[O:10])[C:6]([OH:16])=[O:5])[CH:13]([CH3:15])[CH3:14]

参加物

5

反応物 2

HCID 168937Lithium hydroxide, monohydrate2 回HCID 101302882-Isobutylsuccinic acid 1-methyl ester

生成物 1

HCID 30318252-Isobutylsuccinic acid収率 53.1%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 312751,4-Dioxane溶媒

実験手順

A solution of lithium hydroxide monohydrate (26 mg, 0.61 mmol) in water (250 μl) was added to a stirred solution of (2R) 2-isobutylsuccinic acid 1-methyl ester (100 mg, 0.53 mmol) in 1,4-dioxane (500 μl). The mixture was stirred for 2 hours then lithium hydroxide monohydrate (26 mg, 0.61 mmol) was added and stirring continued for 24 hours. The majority of solvents were removed by distillation in vacuo then the residue was dissolved in water (5 ml) and acidified using hydrochloric acid (1M) to pH=1. The product was extracted into dichloromethane (5×5 ml), dried (Na2SO4) and the solvent removed in vacuo to obtain (2R) 2-isobutylsuccinic acid (49 mg, 53%) as a solid. HPLC-MS (single UV peak with Rt=6.223 mins, 197.1 [M+Na]+).

後処理

  1. stirringstirring
  2. waitcontinued for 24 hours
  3. customThe majority of solvents were removed by distillation in vacuo
  4. dissolutionthe residue was dissolved in water (5 ml)
  5. extractionThe product was extracted into dichloromethane (5×5 ml)
  6. dry with materialdried (Na2SO4)
  7. customthe solvent removed in vacuo

出典と根拠

ORDレコード
ord-749d8be403974c45919568efe5ee098c
出典データセット
uspto-grants-2006_11
特許番号
US07132449B2

反応ノート

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