反応 #157668

反応方程式

diphenylphosphinic chloride

amine

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

Et3N

→

crude title compound

収率 119.6%

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

収率 119.6%

溶媒

DCM

HCl

DCM

DCM

反応条件

後処理

1. 1
   その他at 0° C
2. 2
   温度to warm to rt
3. 3
   workup.STIRRINGstirred for 4 h
4. 4
   抽出The aqueous phase was extracted with DCM
5. 5
   洗浄the combined organic layers were washed with sat. NaHCO3
6. 6
   乾燥dried (MgSO4)
7. 7
   ろ過filtered
8. 8
   濃縮concentrated in vacuo

実験手順

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.

出典