Sodium Hydroxide → 3-(((Benzyloxy)carbonyl)amino)-3-methylbutanoic acid

HRID 1904

반응식

HRID 1904 반응식
C[O:2][C:3](=[O:19])[CH2:4][C:5]([NH:8][C:9]([O:11][CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)=[O:10])([CH3:7])[CH3:6].[OH-].[Na+]>CO>[CH2:12]([O:11][C:9]([NH:8][C:5]([CH3:7])([CH3:6])[CH2:4][C:3]([OH:19])=[O:2])=[O:10])[C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=1

참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 15042554Methyl 3-(((benzyloxy)carbonyl)amino)-3-methylbutanoate

생성물 1

HCID 145510073-(((Benzyloxy)carbonyl)amino)-3-methylbutanoic acid수율 99.7%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

A solution of 18.27 g (68.9 mmol) of 3-benzyloxycarbonylamino-3-methylbutanoic acid methyl ester in 20 mL of methanol at room temperature was treated dropwise with 51 mL of 2N NaOH (102 mmol). The mixture was stirred at room temperature for 16 hours then transferred to a separatory funnel and washed with hexane (3×). The aqueous layer was removed, cooled to 0° C. and slowly acidified to pH 2 (paper) by dropwise addition of 6N HCl. This mixture was extracted with ether (6×); combined extracts were washed with 1N HCl and brine, then dried over magnesium sulfate, filtered and solvent removed under vacuum to afford 17.26 g (68.7 mmol, 99%) of the product.

후처리

  1. customthen transferred to a separatory funnel
  2. washwashed with hexane (3×)
  3. customThe aqueous layer was removed
  4. temperaturecooled to 0° C.
  5. additionslowly acidified to pH 2 (paper) by dropwise addition of 6N HCl
  6. extractionThis mixture was extracted with ether (6×)
  7. washcombined extracts were washed with 1N HCl and brine
  8. dry with materialdried over magnesium sulfate
  9. filtrationfiltered
  10. customsolvent removed under vacuum

출처 및 근거

ORD 기록
ord-17ae2f40160841b6afa956e1bf8b3a72
출처 데이터셋
uspto-grants-1998_03
특허 번호
US05726319

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