反应 #5638

反应方程式

2,2,2-trichloroethylchloroformate

product

(+/-)-2'-(2-Aminoethyl)-3',4'-dihydrospiro[cyclopentane-1,1'(2'H)-napthalen]-2'-ol

triethylamine

→

title compound

收率 78.1%

2,2,2-Trichloroethyl (+/-)-[2-(3',4'-dihydro-2'-hydroxyspiro[cyclopentane-1,1'(2'H)-naphthalen]-2'-yl)ethyl]carbamate

收率 78.1%

溶剂

CH2Cl2

CH2Cl2

反应条件

后处理

1. 1
   温度warmed to room temperature
2. 2
   洗涤The reaction mixture was washed with saturated aq. NaHCO3 solution (10 mL)
3. 3
   萃取The aqueous phase was extracted with CH2Cl2 (10 mL)
4. 4
   干燥The combined organic extracts were dried (MgSO4)
5. 5
   过滤filtered
6. 6
   浓缩concentrated
7. 7
   其他The residue was purified by chromatography (silica gel, 10:1 heptane/ethyl acetate)

实验过程

A solution of the product from Example 9 (0.88 g, 3.59 mmol) and triethylamine (0.40 g, 3.78 mmol) in 10 mL of CH2Cl2 was cooled to 0° C. and treated dropwise with 2,2,2-trichloroethylchloroformate (0.80 g, 3.78 mmol) in 2 mL CH2Cl2. The resulting solution was stirred at 0° C. for 30 minutes and warmed to room temperature. The reaction mixture was washed with saturated aq. NaHCO3 solution (10 mL). The aqueous phase was extracted with CH2Cl2 (10 mL). The combined organic extracts were dried (MgSO4), filtered and concentrated. The residue was purified by chromatography (silica gel, 10:1 heptane/ethyl acetate) to give the title compound (1.18 g, 78%) as a viscous oil.

来源