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

HRID 888206
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HRID 888206 반응식
[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]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 2

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

생성물 1

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

시약·촉매·용매 2

HCID 962Water용매HCID 8028Tetrahydrofuran용매

반응 조건

온도
0 °C

실험 절차

이 페이지에서참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

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.).

후처리

  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

출처 및 근거

ORD 기록
ord-bb279c1b238d4077981bdf3c956eb5ec
출처 데이터셋
uspto-grants-2012_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08247437B2

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