تفاعل #2056128

معادلة التفاعل

Propionaldehyde

trans ethyl 4-{[(1,1-dimethylethyl)(dimethyl)silyl]oxy}cyclohexanecarboxylate

trans-Ethyl 4-{[(1,1-dimethylethyl)(dimethyl)silyl]oxy}cyclohexanecarboxylate

bismuth tribromide

triethylsilane

→

title compounds

trans-Ethyl 4-(propyloxy)cyclohexanecarboxylate

المذيبات

acetonitrile

acetonitrile

ظروف التفاعل

المعالجة

1. 1
   أخرىThe solvent was partially removed
2. 2
   workup.ADDITIONthe residue was treated with ethyl acetate and saturated sodium bicarbonate solution
3. 3
   أخرىThe organic layer was separated
4. 4
   غسيلwashed with brine
5. 5
   تجفيفdried with anhydrous sodium sulphate
6. 6
   أخرىthe solvent was removed

الإجراء التجريبي

Propionaldehyde (6.4 g) in acetonitrile (50 mL) was added over 30 minutes to a solution of cis/trans ethyl 4-{[(1,1-dimethylethyl)(dimethyl)silyl]oxy}cyclohexanecarboxylate (D1, 25.2 g), bismuth tribromide (4.4 g) and triethylsilane (17.5 mL) in acetonitrile (300 mL) and the mixture was stirred for a further 1.5 hours. The solvent was partially removed then the residue was treated with ethyl acetate and saturated sodium bicarbonate solution. The organic layer was separated, washed with brine, dried with anhydrous sodium sulphate and the solvent was removed to give the title compounds contaminated with silicone residues (39.1 g).

المصدر