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

HRID 1707978ノート

反応式

HRID 1707978 の反応式
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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-0f8dd9f088b64155b25c63da30bde3c8
出典データセット
uspto-grants-1994_10
特許番号
US05356898

反応ノート

読み込み中…