تفاعل #157668

معادلة التفاعل

diphenylphosphinic chloride

amine

(S,E)-8-(tert-Butyldiphenylsilyloxy)-2-methyloct-5-en-4-amine hydrochloride

Et3N

→

crude title compound

المردود 119.6%

(S,E)-N-(8-(tert-Butyldiphenylsilyloxy)-2-methyloct-5-en-4-yl)-P,P-diphenylphosphinic amide

المردود 119.6%

المذيبات

DCM

HCl

DCM

DCM

ظروف التفاعل

المعالجة

1. 1
   أخرىat 0° C
2. 2
   درجة الحرارةto warm to rt
3. 3
   workup.STIRRINGstirred for 4 h
4. 4
   استخلاصThe aqueous phase was extracted with DCM
5. 5
   غسيلthe combined organic layers were washed with sat. NaHCO3
6. 6
   تجفيفdried (MgSO4)
7. 7
   ترشيحfiltered
8. 8
   تركيزconcentrated in vacuo

الإجراء التجريبي

To a solution of the amine 7 (400 mg, 1.01 mmol) in dry DCM (7 mL) were added Et3N (0.44 mL, 3.13 mmol), and then a solution of diphenylphosphinic chloride (Ph2POCl, 0.22 mL, 1.11 mmol) in dry DCM (3 mL) at 0° C. After being stirred at 0° C. for 15 min, the reaction mixture was allowed to warm to rt and stirred for 4 h, then diluted with DCM and 10% HCl. The aqueous phase was extracted with DCM and the combined organic layers were washed with sat. NaHCO3, dried (MgSO4), filtered and concentrated in vacuo to afford 720 mg of the crude title compound as a pale yellow solidified oil, which was used for the next step without further purification.

المصدر