HRID2089540

反应详情

EQUATION

反应方程式

HRID 2089540 的结构方程式

AUXILIARIES

试剂、催化剂与溶剂

1

CONDITIONS

反应条件

温度
0 °C

PROCEDURE

实验过程

To a solution of 3-(1,2,3,4-tetrahydro-naphthalen-1-yl)-3H-imidazole-4-carboxylic acid methyl ester, which can be prepared as described in Example 2, (0.510 g, 1.990 mmol) in ethanol (20 mL) is added aqueous 4M LiOH (5 mL, 20 mmol) causing an immediate precipitate to form. After 3 hours, the mixture is evaporated to dryness, re-dissolved in a minimum amount of water, and the pH is adjusted to 6 with aqueous 2M HCl, causing a precipitate to form. The reaction is cooled to 0° C. and allowed to stand for 30 minutes. The precipitate is then filtered off and washed with cold phosphate buffer (pH 6). Upon standing, a solid precipitates out of the phosphate buffer which is filtered and combined with the initial precipitate to yield, upon drying under high vacuum, 3-(1,2,3,4-tetrahydro-naphthalen-1-yl)-3H-imidazole-4-carboxylic acid; MS: (ESI) m/z 243.2 (M+H)+; 1H NMR (400 MHz, MeOD) δ ppm 1.77-1.96 (m, 2 H), 2.21-2.36 (m, 2 H), 2.87-2.95 (m, 1 H), 3.05 (dt, J=16.9, 5.8 Hz, 1 H), 6.57 (t, J=5.6 Hz, 1 H), 7.01 (d, J=7.8 Hz, 1 H), 7.18-7.26 (m, 1 H), 7.26-7.36 (m, 2 H), 7.55 (s, 1 H), 7.79 (d, J=1.0 Hz, 1 H).

WORKUP

后处理

  1. customto form
  2. customthe mixture is evaporated to dryness
  3. dissolutionre-dissolved in a minimum amount of water
  4. customto form
  5. waitto stand for 30 minutes
  6. filtrationThe precipitate is then filtered off
  7. washwashed with cold phosphate buffer (pH 6)
  8. customa solid precipitates out of the phosphate buffer which
  9. filtrationis filtered
  10. customto yield
  11. dry with materialupon drying under high vacuum, 3-(1,2,3,4-tetrahydro-naphthalen-1-yl)-3H-imidazole-4-carboxylic acid