反応 #67951

反応方程式

sodium triacetoxyborohydride

dichloromethane

1-(trifluoroacetyl)piperidine-4-amine hydrochloride

2,3-dihydro-1,4-benzodioxin-6-carbaldehyde

→

N-(2,3-dihydro-1,4-benzodioxin-6-ylmethyl)-1-(trifluoroacetyl)piperidine-4-amine

溶媒

acetic acid

反応条件

後処理

1. 1
   workup.ADDITIONwere added
2. 2
   workup.ADDITIONwas added
3. 3
   workup.STIRRINGstirred at the same temperature for 30 minutes
4. 4
   その他The solvent was removed under reduced pressure
5. 5
   workup.ADDITIONwater and ethyl acetate were added
6. 6
   その他The aqueous layer was separated
7. 7
   洗浄washed with ethyl acetate
8. 8
   workup.ADDITIONethyl acetate was added
9. 9
   その他The organic layer was separated
10. 10
    抽出the aqueous layer was extracted with ethyl acetate
11. 11
    洗浄the resultant solution was washed with an aqueous saturated sodium chloride solution
12. 12
    乾燥dried over anhydrous magnesium sulfate
13. 13
    その他the solvent was removed under reduced pressure

実験手順

To 20 mL of a dichloromethane suspension containing 1.0 g of 1-(trifluoroacetyl)piperidine-4-amine hydrochloride, 0.71 g of 2,3-dihydro-1,4-benzodioxin-6-carbaldehyde and 0.25 mL of acetic acid were added, the mixture was stirred at room temperature for 2 hours. The reaction mixture was added with 1.37 g of sodium triacetoxyborohydride was added and stirred at the same temperature for 30 minutes. The solvent was removed under reduced pressure, then water and ethyl acetate were added thereto, and the reaction mixture was adjusted to pH 1.5 with 1 mol/L hydrochloric acid. The aqueous layer was separated and washed with ethyl acetate, then ethyl acetate was added thereto, and the resultant solution was adjusted to pH 7.8 with an aqueous saturated sodium hydrogen carbonate solution. The organic layer was separated, and the aqueous layer was extracted with ethyl acetate. The organic layer and the extract were combined, and the resultant solution was washed with an aqueous saturated sodium chloride solution and dried over anhydrous magnesium sulfate, and the solvent was removed under reduced pressure to obtain 1.4 g of a colorless oily substance, N-(2,3-dihydro-1,4-benzodioxin-6-ylmethyl)-1-(trifluoroacetyl)piperidine-4-amine.

出典