Water → 1-Methoxycyclopentanecarboxamide
反応式
[CH3:1][O:2][C:3]1([C:8]([OH:10])=O)[CH2:7][CH2:6][CH2:5][CH2:4]1.C1N=C[N:13](C(N2C=NC=C2)=O)C=1.[NH4+].[OH-].O>CCOC(C)=O>[CH3:1][O:2][C:3]1([C:8]([NH2:13])=[O:10])[CH2:7][CH2:6][CH2:5][CH2:4]1参加物
6
実験手順
A solution of 1-methoxycyclopentanecarboxylic acid (0.9 g, 6.24 mmol) in EtOAc (30 mL) was treated with CDI (1.316 g, 8.12 mmol), stirred at RT for 0.5 h, treated with NH4OH (˜15M, 0.729 mL, ˜10.9 mmol) and stirred at RT overnight. The mixture was treated with water, extracted with EtOAc (3×) and the combined organics were washed with brine, dried over Na2SO4 and concentrated to dryness to afford 1-methoxycyclopentanecarboxamide (900 mg, 101%). 1H NMR (400 MHz, CDCl3): δ 6.45 (br s, 1H), 5.42 (br s, 1H), 3.24 (s, 3H), 2.07-2.04 (m, 2H), 1.90-1.87 (m, 2H), 1.75-1.73 (m, 4H).
後処理
- stirringstirred at RT overnight
- extractionextracted with EtOAc (3×)
- washthe combined organics were washed with brine
- dry with materialdried over Na2SO4
- concentrationconcentrated to dryness
出典と根拠
- ORDレコード
- ord-ad1b3f0eeacc4c1c81e9bf563cf5d714
- 出典データセット
- uspto-grants-2016_07
- 特許番号
- US09382228B2
反応ノート
読み込み中…