反応 #164163

反応方程式

Lithium hydroxide hydrate

HCl

Ethyl 2-bromo-2-phenylacetate

ortho-toluidine

DIPEA

→

solid

収率 63.0%

phenyl-o-methyl phenylamino-acetic acid hydrochloride

収率 63.0%

溶媒

water

dioxane

acetonitrile

反応条件

後処理

1. 1
   workup.STIRRINGthe mixture is stirred at RT for 16 hours
2. 2
   その他the solvents are evaporated
3. 3
   その他sonicated
4. 4
   温度cooled at 0° C.
5. 5
   ろ過the resulting solid is recovered by filtration
6. 6
   その他dried under vacuum

実験手順

Ethyl 2-bromo-2-phenylacetate (0.28 mL, 1.64 mmol), ortho-toluidine (0.26 mL, 2.47 mmol) and DIPEA (0.43 mL, 2.47 mmol) are dissolved in acetonitrile (5 mL) and stirred under MW irradiation at 100° C. for 1 hour (Conversion complete by UPLC/MS-UV). Lithium hydroxide hydrate (207 mg, 4.94 mmol) and water (3 mL) are added and the mixture is stirred at RT for 16 hours. 4M HCl in dioxane is added until pH is about 1, then the solvents are evaporated, the residue is suspended in water, sonicated, cooled at 0° C. and the resulting solid is recovered by filtration and dried under vacuum to get intermediate I86 as a off-white solid (290 mg, 63% yield).

出典