反应 #806290

反应方程式

1,1-dioxo-3,3-dibutyl-5-phenyl-7-bromo-8-methoxy-2,3,4,5-tetrahydro-1,2,5-benzothiadiazepine

p-methoxybenzyl chloride

CsI

Cs2CO3

→

title compound

1,1-Dioxo-2-(4-methoxybenzyl)-3,3-dibutyl-5-phenyl-7-bromo-8-methoxy-2,3,4,5-tetrahydro-1,2,5-benzothiadiazepine

溶剂

MeCN

反应条件

后处理

1. 1
   其他The solvent was removed under reduced pressure
2. 2
   其他the residue was partitioned between EtOAc and 0.5M HCl (aq)
3. 3
   洗涤The organic layer was washed with brine
4. 4
   干燥dried over MgSO4
5. 5
   浓缩concentrated
6. 6
   过滤The residue was filtered through silica gel (DCM:EtOAc-9:1)

实验过程

To a solution of 1,1-dioxo-3,3-dibutyl-5-phenyl-7-bromo-8-methoxy-2,3,4,5-tetrahydro-1,2,5-benzothiadiazepine (prepared according to WO 98/38182; 0.200 g, 0.404 mmol) in MeCN (5 ml) where added p-methoxybenzyl chloride (0.066 ml, 0.486 mmol), CsI (0.010 g, 0.038 mmol) and Cs2CO3 (0.263 g, 0.807 mmol) and the mixture was stirred at 60° C. for 4 h. The solvent was removed under reduced pressure and the residue was partitioned between EtOAc and 0.5M HCl (aq). The organic layer was washed with brine, dried over MgSO4 and concentrated. The residue was filtered through silica gel (DCM:EtOAc-9:1) to give the title compound in 0.257 g (˜quant) as an off-white solid. NMR (400 MHz, CDCl3): 0.60–0.75 (m, 6H), 0.75–1.20 (m, 8H), 1.25–1.45 (m, 2H), 1.80–2.00 (m, 2H), 3.80 (s, 3H), 3.90 (s, 3H), 4.05–4.30 (m, 2H), 4.45–4.65 (m, 2H), 6.70–7.45 (m, 11H).

来源