Sodium borohydride → (4-Methoxypyrimidin-2-yl)methanol
反応式
C([O:3][C:4]([C:6]1[N:11]=[C:10]([O:12][CH3:13])[CH:9]=[CH:8][N:7]=1)=O)C.[BH4-].[Na+]>C(O)(C)(C)C>[CH3:13][O:12][C:10]1[CH:9]=[CH:8][N:7]=[C:6]([CH2:4][OH:3])[N:11]=1参加物
4
反応条件
- 温度
- 60 °C
実験手順
To a solution of 3.7 g (20.3 mMol) 4-methoxy-pyrimidine-2-carboxylic acid ethyl ester in 37 ml of tert-butanol, 2.3 g (61 mMol) of NaBH4 are added. The mixture is stirred at 60° C. for 5 h and cooled to rt. 15 min after quenching with 5 ml of acetone, the mixture is poured into 20 ml of a sat. NaHCO3 solution and 0.4 l EtOAc and stirred for 20 min. The inorganic phase is separated off and extracted twice with EtOAc. The organic layers are washed with 20 ml of a 1:1 mixture of brine and water, dried (Na2SO4) and concentrated, yielding (4-methoxy-pyrimidin-2-yl)-methanol (MS: [M+1]+=141).
後処理
- temperaturecooled to rt
- custom15 min after quenching with 5 ml of acetone
- additionthe mixture is poured into 20 ml of a sat. NaHCO3 solution and 0.4 l EtOAc
- stirringstirred for 20 min
- customThe inorganic phase is separated off
- extractionextracted twice with EtOAc
- washThe organic layers are washed with 20 ml of a 1:1 mixture of brine and water
- dry with materialdried (Na2SO4)
- concentrationconcentrated
出典と根拠
- ORDレコード
- ord-8272c73313ed401aa0b22a45690f34eb
- 出典データセット
- uspto-grants-2011_11
- 特許番号
- US08058276B2
反応ノート
読み込み中…