Lithium diisopropylamide → 2-(2-Benzyloxyphenyl)-2-methylpropionic acid methyl ester

反応式

[CH3:1]OC(=O)CC1C=CC=CC=1OCC1C=CC=CC=1.CC(C)([O-])C.[K+].[CH3:26][O:27][C:28](=[O:45])[CH:29]([C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][C:32]=1[O:37][CH2:38][C:39]1[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=1)[CH3:30].C([N-]C(C)C)(C)C.[Li+]>>[CH3:26][O:27][C:28](=[O:45])[C:29]([C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][C:32]=1[O:37][CH2:38][C:39]1[CH:40]=[CH:41][CH:42]=[CH:43][CH:44]=1)([CH3:1])[CH3:30]

参加物

反応物 4

HCID 2724682Lithium diisopropylamide

HCID 11076055Methyl 2-(2-(benzyloxy)phenyl)acetate

HCID 23665647Potassium tert-butoxide

HCID 543271032-(2-Benzyloxyphenyl)propionic acid methyl ester2 回

生成物 1

HCID 229809602-(2-Benzyloxyphenyl)-2-methylpropionic acid methyl ester収率 70%

実験手順

Using 2-benzyloxyphenylacetic acid methyl ester as a starting material and also using potassium t-butoxide as a base, the same procedure of Example la gave 2-(2-benzyloxyphenyl)propioic acid methyl ester. Using lithium diisopropylamide as a base, the resulting 2-(2-benzyloxyphenyl)propionic acid methyl ester was further treated as in Example la to give 4.72 g of the titled compound (yield, 70%).