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Potassium Hydroxide → (2S,3R)-2-hydroxy-3-methylbutanedioic acid

HRID 888206
ノート
印刷プレビュー

反応式

HRID 888206 の反応式
[OH:1][C@@H:2]([C@@H:9]([CH3:16])[C:10]([O:12]C(C)C)=[O:11])[C:3]([O:5]C(C)C)=[O:4].[OH-].[K+]>C1COCC1.O>[OH:1][C@@H:2]([C@@H:9]([CH3:16])[C:10]([OH:12])=[O:11])[C:3]([OH:5])=[O:4]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 2

HCID 14797Potassium HydroxideHCID 58487994Diisopropyl (2S,3R)-2-hydroxy-3-methylsuccinate

生成物 1

HCID 14325352(2S,3R)-2-hydroxy-3-methylbutanedioic acid

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒

反応条件

温度
0 °C

実験手順

このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート

Diisopropyl (2S,3R)-2-hydroxy-3-methylsuccinate (3.70 g; 15.93 mmol; 1.0 eq.) was taken in THF (55 mL), cooled to 0° C. and treated with KOH (5.36 g, 96 mmol) in water (18.5 mL). The resulting mixture was stirred at RT for 48 h. THF was removed and the residue to was taken in water. The aqueous layer was washed with Et2O (100 mL) and was acidified with an aqueous solution of HCl (1.5 N), then was extracted with EtOAc (continuous extraction during 20 hours). The organic phase was dried over Na2SO4 and then concentrated to give the title product (mixture of diastereoisomers) as pale yellow oil (2.4 g, quant.).

後処理

  1. customTHF was removed
  2. washThe aqueous layer was washed with Et2O (100 mL)
  3. extractionwas extracted with EtOAc (continuous extraction during 20 hours)
  4. dry with materialThe organic phase was dried over Na2SO4
  5. concentrationconcentrated

出典と根拠

ORDレコード
ord-bb279c1b238d4077981bdf3c956eb5ec
出典データセット
uspto-grants-2012_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08247437B2

反応ノート

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