Oxalyl chloride → 5-Chloro-5-oxopentyl nitrate
反応式
[N+:1]([O:4][CH2:5][CH2:6][CH2:7][CH2:8][C:9]([OH:11])=O)([O-:3])=[O:2].C(Cl)(=O)C([Cl:15])=O>C(Cl)Cl.CN(C=O)C>[N+:1]([O-:3])([O:4][CH2:5][CH2:6][CH2:7][CH2:8][C:9]([Cl:15])=[O:11])=[O:2]参加物
5
反応条件
- 温度
- 0 °C
実験手順
5-(Nitrooxy)pentanoic acid (489 mg, 3.00 mmol; US Patent 2006/189603) was dissolved in anhydrous DCM (30 mL) under N2, cooled to 0° C., and added in succession anhydrous DMF (1 drop) and oxalyl chloride (262 uL, 3.00 mmol). Allowed to stir at ambient temperature for 12 h. 13CNMR displayed acid chloride (δ171 ppm) with small amount of carboxylic acid (˜δ173 ppm). Evaporated and dried in vacuo to yield 450 mg (80%) of 5-chloro-5-oxopentyl nitrate as light yellow oil, which was used without further purification.
後処理
- customEvaporated
- customdried in vacuo
出典と根拠
- ORDレコード
- ord-ab2a72140e3440fdbb7a7dbe860ef65c
- 出典データセット
- uspto-grants-2012_01
- 特許番号
- US08101658B2
反応ノート
読み込み中…