Trifluoroacetic acid → 4,6-Di-tert-butyl-5-hydroxypyrimidine-2-carbaldehyde

HRID 1707978노트

반응식

HRID 1707978 반응식
FC(F)(F)C(O)=O.[CH3:8][C:9]([C:12]1[C:17]([O:18]COCCOC)=[C:16]([C:25]([CH3:28])([CH3:27])[CH3:26])[N:15]=[C:14]([CH:29]=[O:30])[N:13]=1)([CH3:11])[CH3:10].C([O-])(O)=O.[Na+]>C(Cl)Cl>[CH3:11][C:9]([C:12]1[C:17]([OH:18])=[C:16]([C:25]([CH3:28])([CH3:27])[CH3:26])[N:15]=[C:14]([CH:29]=[O:30])[N:13]=1)([CH3:8])[CH3:10]

참가 물질

5

반응물 3

HCID 6422Trifluoroacetic acidHCID 516892Sodium BicarbonateHCID 199229924,6-Bis(1,1-dimethylethyl)-5-[(2-methoxyethoxy)methoxy]-2-pyrimidine carboxaldehyde

생성물 1

HCID 152948964,6-Di-tert-butyl-5-hydroxypyrimidine-2-carbaldehyde수율 33%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

Trifluoroacetic acid (1.05 g, 9.2 mmol) is added to a solution of 4,6-bis (1,1-dimethylethyl)-5-[(2-methoxyethoxy) methoxy]-2-pyrimidine carboxaldehyde (1. 0 g, 3.1 mmol) in methylene chloride and the reaction mixture is stirred at room temperature for 5 hours. The reaction mixture is neutralized by the addition of saturated aqueous NaHCO3 and the layers separated. The organic layer is washed with brine (50 mL), dried over MgSO4, and evaporated. Recrystallization of the residue from hexane gives pure 4,6-bis (1,1-dimethylethyl)-5-hydroxy-2-pyrimidine carboxaldehyde (0.24 g, 33%); mp 187°-189° C.

후처리

  1. customthe layers separated
  2. washThe organic layer is washed with brine (50 mL)
  3. dry with materialdried over MgSO4
  4. customevaporated
  5. customRecrystallization of the residue from hexane

출처 및 근거

ORD 기록
ord-0f8dd9f088b64155b25c63da30bde3c8
출처 데이터셋
uspto-grants-1994_10
특허 번호
US05356898

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