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Sodium Hydroxide → 2-[(Benzyloxy)carbonyl]-2-azaspiro[4.5]decane-4-carboxylic acid

HRID 429535
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HRID 429535 반응식
C[O:2][C:3]([CH:5]1[C:9]2([CH2:14][CH2:13][CH2:12][CH2:11][CH2:10]2)[CH2:8][N:7]([C:15]([O:17][CH2:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)=[O:16])[CH2:6]1)=[O:4].[OH-].[Na+]>O1CCOCC1.O>[CH2:18]([O:17][C:15]([N:7]1[CH2:6][CH:5]([C:3]([OH:4])=[O:2])[C:9]2([CH2:14][CH2:13][CH2:12][CH2:11][CH2:10]2)[CH2:8]1)=[O:16])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1
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참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 120428262-Aza-spiro[4.5]decane-2,4-dicarboxylic acid 2-benzyl ester 4-methyl ester

생성물 1

HCID 120428272-[(Benzyloxy)carbonyl]-2-azaspiro[4.5]decane-4-carboxylic acid수율 89%

시약·촉매·용매 1

HCID 218864351,4-Dioxane--water (1/1)용매

반응 조건

온도
35 °C

실험 절차

To a solution of (6) (300 mg; 0.9 mmol) in a mixture dioxane/water (6 mL; 9:1) was added a 2 M solution of NaOH (0.90 mL; 1.8 mmol). The reaction mixture was stirred at 35° C. for 6 hours. Solvents were removed in vacuo. The residue was diluted in water (15 mL) and was washed with diethyl ether (3×10 mL). The aqueous phase was acidified with 2N HCl and was extracted with ethyl acetate (3×15 mL). The ethyl acetate extracts were combined, dried over MgSO4, and concentrated to give 254 mg (0.8 mmol, 89%) of (7) as a colorless gum.

후처리

  1. customSolvents were removed in vacuo
  2. additionThe residue was diluted in water (15 mL)
  3. washwas washed with diethyl ether (3×10 mL)
  4. extractionwas extracted with ethyl acetate (3×15 mL)
  5. dry with materialdried over MgSO4
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-0eb13c53f11545bc895b77d90a945013
출처 데이터셋
uspto-grants-2001_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06316638B1

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