6-BroMo-3,4-dihydrospiro[benzo[b][1,4]oxazine-2,1'-cyclopropane] synthesis
- Product Name:6-BroMo-3,4-dihydrospiro[benzo[b][1,4]oxazine-2,1'-cyclopropane]
- CAS Number:1291094-46-6
- Molecular formula:C10H10BrNO
- Molecular Weight:240.1
![Spiro[2H-1,4-benzoxazine-2,1'-cyclopropan]-3(4H)-one, 6-bromo-](/CAS/20210305/GIF/552832-59-4.gif)
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Yield:1291094-46-6 127 mg
Reaction Conditions:
with borane-THF in tetrahydrofuran at 75; for 16 h;
Steps:
7.23 Example 7.23 Preparation of 6-bromo-3,4-dihydrospiro[benzo[b][1,4]oxazine-2,1'-cyclopropane]
A solution of 1 M Borane-THF complex in THF (2.6 mL) was added to a solution of 6-bromospiro[benzo[b][1,4]oxazine-2,1'-cyclopropan]-3(4H)-one 7.21 (135 mg, 0.53 mmol) in THF (1.5 mL) at room temperature. Mixture was heated at 75° C. for 16 hours. After cooling to room temperature, reaction mixture was quenched with methanol, diluted with ethyl acetate, and washed with sat. NaHCO3 (aq). Layers were separated and aqueous was extracted with ethyl acetate. Combined organics were washed with brine, dried (Na2SO4), filtered, and concentrated under reduced pressure to yield 6-bromo-3,4-dihydrospiro[benzo[b][1,4]oxazine-2,1'-cyclopropane] 7.23 (127 mg), which was used without further purification.
References:
KR2016/37198,2016,A Location in patent:Paragraph 3305-3307
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