68119-31-3 2-(2,2-二氟苯并[D][1,3]二氧杂环戊烯-5-基)乙腈

名称和标识

中文名: 2-(2,2-二氟苯并[D][1,3]二氧杂环戊烯-5-基)乙腈
英文名: 2-(2,2-difluorobenzo[d][1,3]dioxol-5-yl)acetonitrile
CAS号: 68119-31-3
分子式: C9H5F2NO2
分子量: 197.14
中文别名: (2,2-二氟-苯并[1,3]二氧代-5-基)-乙腈; (2,2-二氟-苯并[1,3]二氧代L-5-基)-乙腈; 鲁玛卡托杂质2; 2-(2,2-二氟-2H-1,3-苯并二噁戊环-5-基)乙腈

词条详情加载中…

用途与制备

化学合成。

化学合成

步骤: 将5-氯甲基-2,2-二氟-1,3-苯并二氧杂环戊烯（1当量）的DMSO（1.25体积）溶液加入到NaCN（1.4当量）在DMSO（3体积）中的浆液中，保持温度30-40℃搅拌1小时；加入水（6体积）和MTBE（4体积），水层用MTBE（1.8体积）萃取，合并有机层用水（1.8体积）洗涤，干燥（Na₂SO₄）、过滤、浓缩得粗品。
条件: With NaCN In water; dimethyl sulfoxide; 30-40℃, 1 h
产率: 95%
参考文献: [1] Patent: US2012/15999, 2012, A1 [2] Patent: WO2016/109362, 2016, A1. Location in patent: Paragraph 00160 [3] Patent: US2011/98311, 2011, A1 [4] Patent: WO2013/185112, 2013, A1. Location in patent: Paragraph 00561

步骤: 向5-氯甲基-2,2-二氟-1,3-苯并二氧杂环戊烯（8g，29.7mmol）的DMSO（80mL）溶液中加入3M HCl水溶液（80mL），110℃加热5小时；反应完成后合并所有反应混合物，用MTBE（2×500mL）萃取，合并有机物用盐水洗涤，干燥（Na₂SO₄）、过滤、浓缩，硅胶柱色谱纯化（石油醚/乙酸乙酯=5/1）得产品。
条件: With hydrogenchloride; dimethyl sulfoxide In water at 110℃, 5 h
产率: 68.3%
参考文献: [1] Patent: WO2018/116185, 2018, A1. Location in patent: Paragraph 00220 [2] Patent: WO2011/119984, 2011, A1. Location in patent: Page/Page column 48-49 [3] Patent: US2013/116238, 2013, A1. Location in patent: Paragraph 0285; 0286 [4] Patent: US2013/186801, 2013, A1. Location in patent: Paragraph 0359; 0360 [5] Patent: WO2013/185112, 2013, A1. Location in patent: Paragraph 00563 [6] Patent: WO2014/14841, 2014, A1. Location in patent: Paragraph 00310; 00311 [7] Patent: WO2014/71122, 2014, A1. Location in patent: Paragraph 00145; 00146; 00290; 00291 [8] Patent: WO2015/73231, 2015, A1. Location in patent: Paragraph 00305-00306 [9] Patent: US2016/324788, 2016, A1. Location in patent: Paragraph 0359; 0360 [10] Patent: WO2018/107100, 2018, A1. Location in patent: Paragraph 00251

步骤: 将5-氯甲基-2,2-二氟-1,3-苯并二氧杂环戊烯（化合物19，1当量）的DMSO（1.25体积）溶液加入到NaCN（1.4当量）在DMSO（3体积）中的浆液中，30-40℃搅拌1小时；加入水（6体积）和MTBE（4体积），水层用MTBE（1.8体积）萃取，合并有机层用水（1.8体积）洗涤，干燥（Na₂SO₄）、过滤、浓缩得粗品（化合物20）。
条件: at 30 - 40℃, 1 h
产率: 95%
参考文献: [1] Patent: WO2009/76142, 2009, A2. Location in patent: Page/Page column 50 [2] Patent: WO2007/21982, 2007, A2. Location in patent: Page/Page column 63; 65 [3] Patent: US2007/244159, 2007, A1. Location in patent: Page/Page column 79 [4] Patent: US2008/9524, 2008, A1. Location in patent: Page/Page column 382 [5] Patent: US2009/143381, 2009, A1. Location in patent: Page/Page column 54 [6] Patent: WO2005/75435, 2005, A1. Location in patent: Page/Page column 149 [7] Patent: WO2008/141119, 2008, A2. Location in patent: Page/Page column 69-70

68119-31-3 2-(2,2-二氟苯并[D][1,3]二氧杂环戊烯-5-基)乙腈 - 化工 AI 网