تفاعل #58792

معادلة التفاعل

Compound ( 10 )

Benzyl 1-{[(α-Isobutanoyloxyethoxy)carbonyl]aminomethyl}-1-Cyclohexane Acetate

hydrogen

→

product ( 11 )

1-{[(α-Isobutanoyloxyethoxy)carbonyl]aminomethyl}-1-Cyclohexane Acetic Acid

المذيبات

ethyl acetate

ظروف التفاعل

المعالجة

1. 1
   ترشيحFiltration through a sintered glass funnel
2. 2
   ترشيحa hydrophobic membrane filtration cartridge (Millipore Opticap)
3. 3
   أخرىremoved the catalyst
4. 4
   تركيزThe supernatant was concentrated

الإجراء التجريبي

Compound (10) (113 g) was dissolved in ethyl acetate (700 mL) and 10 g of 10% Pd—C was added. The reaction mixture was subjected to 50 psi of hydrogen gas in a Parr reactor for 40 min. Filtration through a sintered glass funnel and a hydrophobic membrane filtration cartridge (Millipore Opticap) removed the catalyst. The supernatant was concentrated to afford the product (11) as a white, crystalline solid (78 g, quantitative yield). Crystals formed in the freezer, then at room temperature over several days. 1H NMR (CDCl3, 400 MHz): 1.15 (d, 6H), 1.40-1.55 (m, 10H), 1.45 (d, 3H), 2.32 (s, 2H), 2.49-2.56 (m, 1H), 3.23 (d, 2H), 5.41 (t, 1H), 6.75 (q, 1H). MS(ESI) m/z 330.29 (M+H+).

المصدر