三氟乙酸 → HCID 71279749，化合物

HRID 246162笔记

反应方程式

HRID 246162 反应方程式
C(OC(=O)[NH:7][C@H:8]1[CH2:13][CH2:12][CH2:11][C@@H:10]([C:14]#[N:15])[CH2:9]1)(C)(C)C.[F:17][C:18]([F:23])([F:22])[C:19]([OH:21])=[O:20]>ClCCl>[F:17][C:18]([F:23])([F:22])[C:19]([OH:21])=[O:20].[NH2:7][C@@H:8]1[CH2:13][CH2:12][CH2:11][C@H:10]([C:14]#[N:15])[CH2:9]1

参与物

4

反应物 2

HCID 6422三氟乙酸HCID 71279909HCID 71279909，化合物

产物 1

HCID 71279749HCID 71279749，化合物收率 142.6%

试剂、催化剂与溶剂 1

HCID 6344二氯甲烷溶剂

实验过程

In a 25 mL round-bottomed flask, cis-(3-cyano-cyclohexyl)-carbamic acid tert-butyl ester (212 mg, 0.945 mmol) was combined with dichloromethane (3 ml) to give a colorless solution. Trifluoroacetic acid (0.9 mL, 11.7 mmol) was added to give a yellow solution which was stirred at room temperature for 1.5 h. The reaction mixture was then concentrated under reduced pressure. The residue was azeotroped with toluene to afford 321 mg of cis-3-aminocyclohexanecarbonitrile trifluoroacetate as a crude solid that was taken to the next step without purification. 1H NMR (300 MHz, DMSO-d6) δ: 7.96 (br. s., 3H), 2.93-3.14 (m, 1H), 2.87 (tt, J=12.2, 3.5 Hz, 1H), 2.22 (d, J=12.1 Hz, 1H), 1.96 (d, J=10.2 Hz, 1H), 1.87 (d, J=11.3 Hz, 1H), 1.68-1.81 (m, 1H), 1.49 (q, J=12.1 Hz, 1H), 1.18-1.41 (m, 3H).

后处理

  1. customto give a colorless solution
  2. customto give a yellow solution which
  3. concentrationThe reaction mixture was then concentrated under reduced pressure
  4. customThe residue was azeotroped with toluene

来源与证据

ORD记录
ord-82586e0cc5994bbdad5c4661f240ac64
来源数据集
uspto-grants-2014_02
专利号
US08658646B2

反应笔记

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