3-(2-Bromo-1-oxopropyl)-spiro[2H-1,3-benzoxazine-2,1'-cyclohexan]-4(3H)-one synthesis
- Product Name:3-(2-Bromo-1-oxopropyl)-spiro[2H-1,3-benzoxazine-2,1'-cyclohexan]-4(3H)-one
- CAS Number:158299-05-9
- Molecular formula:C16H18BrNO3
- Molecular Weight:352.22
![spiro[3H-1,3-benzoxazine-2,1'-cyclohexane]-4-one](/CAS/20180723/GIF/40033-95-2.gif)
40033-95-2
563-76-8
158299-05-9
Comparative Example 1: 1.4,80 g of spiro[benzo[e][1,3]oxazine-2,1'-cyclohexyl]-4(3H)-one, 127 g of 2-bromopropionyl bromide, and 40 g of pyridine (molar ratio 1:1.6:1) were dissolved in chlorobenzene (mass ratio 1:4.4). The mixture was placed in a four-necked flask under nitrogen protection and reacted at 50 °C for 8 hours. After completion of the reaction, the mixture was washed three times with 200 g of water, three times with 200 g of 10% potassium hydroxide solution and three times with 200 g of water, in that order. The organic phases were combined and concentrated under reduced pressure to remove the solvent to obtain a colorless liquid. To this liquid was added 80 g of ethanol (mass ratio 1:1), cooled to -5 °C, stirred for 2 h, filtered and dried to give 109 g of 3-(2-bromo-1-oxopropyl)-spiro[2H-1,3-benzoxazine-2,1 '-cyclohexyl]-4(3H)-one. The molar yield was 84.5% and the purity was 97.9%.
65-45-2
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$5.00/25g
158299-05-9
184 suppliers
$6.00/5g
Yield:-
Steps:
Multi-step reaction with 2 steps
1: 92 percent / p-toluenesulfonic acid monohydrate / toluene / 8 h / Heating
2: 87 percent / pyridine / toluene / 1) 5-15 deg C, 30 min; 2) 25 deg C, 17 h
References:
Kondo;Seki;Kuroda;Yamanaka;Iwasaki [Journal of Organic Chemistry,1997,vol. 62,# 9,p. 2877 - 2884]
108-94-1
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158299-05-9
184 suppliers
$6.00/5g