Science of Synthesis

Margaretha, P., Science of Synthesis Knowledge Updates, (2010) 4, 426.

Sodium borohydride, either in conjunction with lithium chloride–acid resin[‌69‌] or with titanium(IV) chloride,[‌54‌,‌70‌] has been used successfully for the reduction of a variety of oximes ‌55‌ to the corresponding amines ‌56‌ (‌Scheme 30‌). The lithium chloride–acid resin procedure is experimentally more convenient than using sodium borohydride in conjunction with titanium(IV) chloride, the latter in 0.5 molar ratio, as such reactions are usually performed in a drybox under argon.[‌54‌]

‌Meeeee 88‌ Meeeeeeee ee Meeeee eeee Meeeee Meeeeeeeeee–Meeeeee Meeeeeee[‌88‌]

‌Meeeeeeeeee 88‌

(Meeeeeee)eeee(MM) eeeeeeeeeee, e eeeeee eeeeeeeeeeee ee eeee(MM) eeeeeeeeeee, eee eeee eeeeeeee ee e eeeeeee eee eee eeee eeeeeeeee ee e eeeeeee ee eeeeeeeeeeeee ‌88‌ ee eee eeeeeeeeeeeee eeeeeeeeeeee ‌88‌ (‌Meeeee 88‌).[‌88‌]

‌Meeeee 88‌ Meeeeeeee ee Meeeeeeeeeee eeee Meeeeeeeeeeee[‌88‌]

‌Meeeeeeeeee 88‌

Meeeeeeeeeee Meeeeeeee

8,8-Meeeeeeeeeeeeeeeeee (‌88‌, M8 = M8 = Me); Meeeeee Meeeeeeee:[‌88‌]

M eeee ee eeeeeeeeeeee eeeee (‌88‌, M8 = M8 = Me; 8.88 e, 8.8 eeee) ee MMM (88 eM) eeeeeeeeee Meeeeeeee-88 (88 e) eee eeeeeee eee 88 eee. MeMe (8.8 e, 88.8 eeee) eee MeMM8 (8 e, 88.8 eeee) eeee eeeee ee eee eeeeeee eee eeeeeeee eee eeeeeeeee ee ee eee 8 e. Mee eeeeeeeee eeee eeeee eee eeee eeeeeeee eee eeeeee eeee Me8M. Mee eeeeeeee eeeeeee eeeee eee eeeeee eeee eeeee eee eeeee. Meeee eeeeeee ee eee eeeeeee, eee eeeeeee eee eeeeeeeeeeeeee (eeeeeeeee eeeee); eeeee: 8.88 e (88%).

Meeeeeeeeeee ‌88‌; Meeeeee Meeeeeeee:[‌88‌]

Me e eeee ee eee eeeeeeee ‌88‌ (8 eeee) ee MMM (8 eM), Me(MM8)8•eeeeeeee (8.88 e, 8 eeee) eee eeeee eee eee eeeeeee eee eeeeeeee eee 8 e. Meeee eeeeeeeeee ee eee eeeeeeee (MMM), ee MeMM (88 eM) eee eeeee eee eeeeeeee eee eeeeeeeee eee 88 eee. Mee eeeeeee eee eeeeeeeee eeee MM8Me8 (8 × 88 eM), eee eeeeeee eeeee eee eeeee, eee eee eeeeeee eee eeeeeeeeee. Mee eeeeeeeee eeeeeeeeeee eee eeee eeeeeeee ee eeeeeeeeeeeeee ee e eeeee eeeeee [MMe8 (MMMMMMM: eeeee)/Me8M 8:8]; eeeee: 88–88%.

References