تفاعل #485999

معادلة التفاعل

NaOH

boron trifluoride etherate

diborane

1-Amino-1-cyclohexanecarboxylic acid

→

oil

المردود 73.2%

(1-Amino-1-cyclohexyl)methanol

المردود 73.2%

المذيبات

THF water

THF

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةThe mixture was refluxed for 2 hr
2. 2
   درجة الحرارةcooled
3. 3
   درجة الحرارةThe reaction mixture was refluxed for 2 hr
4. 4
   درجة الحرارةcooled to room temperature
5. 5
   أخرىthe organic layer was separated
6. 6
   غسيلwashed with brine
7. 7
   أخرىdried
8. 8
   تركيزconcentrated

الإجراء التجريبي

1-Amino-1-cyclohexanecarboxylic acid(51.5 g, Aldrich) was added to 150 ml of THF followed by boron trifluoride etherate(27 ml, Aldrich). The reaction mixture was heated to 40° C., stirred for 10 minutes and then a 1.0M solution of diborane(380 ml, Aldrich) was added. The mixture was refluxed for 2 hr, cooled and added THF/water (1:1,25 ml) followed by 6N NaOH(95 ml). The reaction mixture was refluxed for 2 hr, cooled to room temperature and the organic layer was separated, washed with brine, dried and concentrated to give a light yellow oil (34.0 g). 1H NMR consistent with the proposed structure.

المصدر