تفاعل #3445

معادلة التفاعل

1-([1,1'-biphenyl]-3-ylmethyl)-4-hydroxy-2-methyl-1H-indole

NaH

methyl bromoacetate

→

[[1-([1,1'-biphenyl]-4-ylmethyl)-2-methyl-1H-indol-4-yl]oxy]acetic acid methyl ester

المردود 125.0%

ظروف التفاعل

المعالجة

1. 1
   أخرىThe product was purified by chromatography over silica gel eluting with 20% EtOAc/hexane

الإجراء التجريبي

Using the procedure described in Example 1, Part E, 1-([1,1'-biphenyl]-3-ylmethyl)-4-hydroxy-2-methyl-1H-indole (970 mg, 3.1 mmol) was treated with 124 mg (3.1 mmol) of 60% NaH/mineral oil and then 0.29 mL (3.1 mmol) of methyl bromoacetate. The product was purified by chromatography over silica gel eluting with 20% EtOAc/hexane, to give 747 mg (63% yield) of [[1-([1,1'-biphenyl]-4-ylmethyl)-2-methyl-1H-indol-4-yl]oxy]acetic acid methyl ester, 164°-167° C.

المصدر