Sodium Hydroxide → 3-Cyclopentylpropiolonitrile
反応式
[CH:1]1([C:6]#[CH:7])[CH2:5][CH2:4][CH2:3][CH2:2]1.C([Li])CCC.C1(O[C:20]#[N:21])C=CC=CC=1.[OH-].[Na+]>C1COCC1.CCCCCC>[CH:1]1([C:6]#[C:7][C:20]#[N:21])[CH2:5][CH2:4][CH2:3][CH2:2]1参加物
7
実験手順
To a solution of cyclopentylacetylene (0.50 g, 5.3 mmol) in THF (5 mL) at −78° C. was added 2.5 M n-butyllithium in hexane (2.23 mL). The mixture was stirred for 15 min followed by the dropwise addition of phenyl cyanate (0.70 g, 5.8 mmol) in THF (3 mL). The reaction was warmed to room temperature. Into the reaction mixture was poured 6 N NaOH, and the mixture was stirred for 5 minutes. The product was extracted with diethyl ether. The extracts were washed with 6 N NaOH and with brine, then dried over sodium sulfate, decanted and the solvent was removed in vacuo to afford product (600 mg, 95%). 1H NMR (300 MHz, CDCl3): 2.81-2.68 (m, 1H), 2.07-1.54 (m, 8H).
後処理
- stirringthe mixture was stirred for 5 minutes
- extractionThe product was extracted with diethyl ether
- washThe extracts were washed with 6 N NaOH and with brine
- dry with materialdried over sodium sulfate
- customdecanted
- customthe solvent was removed in vacuo
出典と根拠
- ORDレコード
- ord-d4fd9454a0bc4abebbd8517846720ea5
- 出典データセット
- uspto-grants-2013_09
- 特許番号
- US08541425B2
反応ノート
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