反应详情

温度

23 °C

To a stirred solution of crude 3-iodo-6,7,8,9-tetrahydrobenzocylohepten-5-one-O-methyl-oxime E/Z-mixture (793 mg; 5.95 mmol) prepared as described in example P3b in acetic acid (5 ml) was added portion wise sodium cyanoborohydride 95% (0.63 g; 10.1 mmol) at 15° C. The mixture was stirred for 9 hours at 23° C. Most of acetic acid was removed under reduced pressure. The residue was poured in 2N NaOH (50 ml) and was extracted with ethylacetate (3×30 ml). Combined organics were dried over sodium sulfate and solvent was removed in vacuo. The crude (840 mg) was subject to flash chromatography (eluant: c-hexane/ethyl acetate 100:0 to 10:90) to afford 88 mg (13% of theory) of N-(3-iodo-6,7,8,9-tetrahydro-5-H-benzocyclohepten-5-yl)-O-methyl-hydroxylamine in form of an oil.

1. customMost of acetic acid was removed under reduced pressure
2. additionThe residue was poured in 2N NaOH (50 ml)
3. extractionwas extracted with ethylacetate (3×30 ml)
4. dry with materialCombined organics were dried over sodium sulfate and solvent
5. customwas removed in vacuo