Potassium Hydroxide → (2R,3S)-2-benzyl-3-hydroxysuccinic acid

HRID 888212노트

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HRID 888212 반응식
[CH2:1]([C@H:8]([C@H:15]([OH:22])[C:16]([O:18]C(C)C)=[O:17])[C:9]([O:11]C(C)C)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[K+]>O>[CH2:1]([C@H:8]([C@H:15]([OH:22])[C:16]([OH:18])=[O:17])[C:9]([OH:11])=[O:10])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

참가 물질

4

반응물 2

HCID 14797Potassium HydroxideHCID 14264444Diisopropyl (2R,3S)-2-benzyl-3-hydroxysuccinate

생성물 1

HCID 54300227(2R,3S)-2-benzyl-3-hydroxysuccinic acid수율 82%

시약·촉매·용매 1

HCID 962Water용매

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온도
0 °C

실험 절차

Diisopropyl (2R,3S)-2-benzyl-3-hydroxysuccinate (2.90 g; 15.9 mmol; 1.0 eq.) was taken in TIM (44 mL), cooled to 0° C. and was treated with KOH (3.17 g, 56.4 mmol) in water (14.5 mL). The resulting mixture was stirred at RT for 48 h. Tiff was removed and the residue was taken in water. The aqueous layer was washed with ether (100 mL) and was acidified with an aqueous solution of HCl (1.5 N), then was extracted with EtOAc. The combined organic layers were dried over Na2SO4 and then concentrated to give the title product as white solid (1.73 g, 82%).

후처리

  1. customTiff was removed
  2. washThe aqueous layer was washed with ether (100 mL)
  3. extractionwas extracted with EtOAc
  4. dry with materialThe combined organic layers were dried over Na2SO4
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-dec771f54c3142ba9523aff0a45e7bb5
출처 데이터셋
uspto-grants-2012_08
특허 번호
US08247437B2

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