تفاعل #439383

معادلة التفاعل

1-amino-1-cyclohexane-carboxylic acid

water

potassium carbonate

→

desired product

المردود 21.0%

1-tert-Butoxycarbonylamino-cyclohexanecarboxylic Acid

المردود 21.0%

المذيبات

tetrahydrofuran

ظروف التفاعل

المعالجة

1. 1
   أخرىand the organics were evaporated off in vacuo
2. 2
   استخلاصextracted with 20% isopropanol/chloroform
3. 3
   غسيلThe combined organics were washed with brine
4. 4
   تجفيفdried over Na2SO4
5. 5
   ترشيحfiltered
6. 6
   تركيزconcentrated to dryness

الإجراء التجريبي

To a slurry of 1-amino-1-cyclohexane-carboxylic acid, 5.0 g (35.0 mmol) in 50 mL of tetrahydrofuran and 50 mL of water was added 14.5 g (105.0 mmol) of potassium carbonate, 7.7 g (35.0 mmol) of BOC-anhydride and 5 mg of DMAP. The mixture was stirred overnight at rt. and the organics were evaporated off in vacuo. The aqueous layer was acidified to pH=1 with 5 N HCl and extracted with 20% isopropanol/chloroform. The combined organics were washed with brine, dried over Na2SO4, filtered and concentrated to dryness to yield 1.83 g (21%) of the desired product as a white oil that solidifies upon standing. MS (IS) 244.2 (M+).

المصدر