Lithium borohydride → 2-Hydroxy-4-(hydroxymethyl)benzonitrile
反応式
[C:1]([C:3]1[CH:12]=[CH:11][C:6]([C:7](OC)=[O:8])=[CH:5][C:4]=1[OH:13])#[N:2].[Li+].[BH4-]>C1COCC1>[OH:13][C:4]1[CH:5]=[C:6]([CH2:7][OH:8])[CH:11]=[CH:12][C:3]=1[C:1]#[N:2]参加物
4
実験手順
Methyl 4-cyano-3-hydroxybenzoate (as described in Example 4, Step C) (0.50 g, 2.82 mmol) was dissolved in dry THF (30 mL), treated with LiBH4 (2.0M solution in THF) (5.64 mL, 11.28 mmol) and heated at reflux overnight. The reaction mixture was concentrated, then partitioned between EtOAc (50 mL) and 1N HCl (50 mL), the aqueous layer extracted with additional EtOAc (2×50 mL), the organic layers combined, washed with brine, and dried (MgSO4). Filtration and concentration to dryness gave the title compound.
後処理
- temperatureheated
- temperatureat reflux overnight
- concentrationThe reaction mixture was concentrated
- custompartitioned between EtOAc (50 mL) and 1N HCl (50 mL)
- extractionthe aqueous layer extracted with additional EtOAc (2×50 mL)
- washwashed with brine
- dry with materialdried (MgSO4)
- filtrationFiltration and concentration to dryness
出典と根拠
- ORDレコード
- ord-497a60a86f564e3fa86a9fae5b2803ed
- 出典データセット
- uspto-grants-2001_10
- 特許番号
- US06297239B1
反応ノート
読み込み中…