反应 #2171033

ord-2b6b6cb634884be1a0b063d41603874b

反应方程式

Oc1cc2ccccc2[nH]1
hydroxyindole
CC1=Nc2ccc(CC(=O)O)cc2C1(C)C
(2,3,3-trimethyl-3-H-indol-5-yl)-acetic acid
Cl.NNc1ccc(CC(=O)O)cc1
p-carboxymethylphenylhydrazine hydrochloride
CC(=O)C(CO)CO
1,1-bis(hydroxymethyl)propanone
CC1=Nc2ccc(CC(=O)O)cc2C1(CO)CO
(3,3-dihydroxymethyl2-methyl-3-H-indol-5-yl)-acetic acid

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    温度at reflux for 1

实验过程

The hydroxyindole compound was readily prepared by a literature method (P. L. Southwick, J. G. Cairns, L. A. Ernst, and A. S. Waggoner, One pot Fischer synthesis of (2,3,3-trimethyl-3-H-indol-5-yl)-acetic acid derivatives as intermediates for fluorescent biolabels. Org. Prep. Proced. Int. Briefs, 1988, 20(3), 279-284). Reaction of p-carboxymethylphenylhydrazine hydrochloride (30 mmol, 1 equiv.) and 1,1-bis(hydroxymethyl)propanone (45 mmol, 1.5 equiv.) in acetic acid (50 mL) at room temperature for 30 minutes and at reflux for 1 gave (3,3-dihydroxymethyl2-methyl-3-H-indol-5-yl)-acetic acid as a solid residue.

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US06716413B1uspto-grants-2004_04