References
- Saunders , D. G. DowElanco, Greenfield, Indiana; private communication.
- Balba , M. H. , Singer , M. S. , Slade , M. and Casida , J. E. 1968 . J. Agric. Food Chem. , 16 : 821
- Ninomiya , K. , Shioiri , T. and Yamada , S. 1974 . Tetrahedron , 30 : 2151
- Fischer , H. O.L. and Gohlke , B. 1933 . Helv. Chim. Acta , 16 : 1130 Although many preparations of benzyloxyacetic acid have been reported, we have found the procedure described herein to be convenient for large and small scale preparations since it avoids the handung of highly irritating chloro or bromoacetic acid. Selected references to previous preparations are listed:
- Hammond , K. M. , Fisher , N. , Morgan , E. N. and Tanner , E. M. 1957 . J. Chem. Soc. , : 1062
- Mannas , M. S. , Amin , S. G. , Chawla , H. P.S. and Bose , A. K. 1978 . J. Heterocyclic Chem. , 51 : 601
- Kulka , M. J. and Fortunato , J. M. 1984 . J. Org. Chem. , 49 : 5003
- Kress , T. J. and Constantino , S. M. 1980 . J. Heterocyclic Chem. , 17 : 607
- The gradient elution was performed to first elute the bis-t-butyldiphenylsilyl ether/ester of glycolic acid followed by t-butyldiphenylsilanol and finally the desired product 8
- Other preparations on this scale provided yields ranging from 55–66%