Formaldehyde → 1-(4-Aminobutyryl)hexahydropyrmidine

To a solution of 7.5 g of spermidine in water (150 mL) in a 250 mL round bottom flask was added paraformaldehyde (1.6 g). The resulting solution was stirred at room temperature for three hours. TLC (silicon dioxide, ethyl acetate:methanol:ammonium hydroxide=3:6:1) indicated there was no S.M. (Rf-0.01). To the reaction mixture was added toluene (100 mL). The resulting heterogeneous solution was concentrated on a rotovap at 45° C. for 30 minutes. The addition of toluene (100 mL) and concentration at 45° C. was repeated for two more times. The resulting thick oil was washed with tetrahydrofuran:ethanol (10:1)(×3) (220 mL). The combined organic layers were dried with sodium sulfate, filtered and concentrated to give 8.64 g of the title compound as a crude thick oil (yield 103%).

1. concentrationThe resulting heterogeneous solution was concentrated on a rotovap at 45° C. for 30 minutes
2. additionThe addition of toluene (100 mL) and concentration at 45° C.
3. washThe resulting thick oil was washed with tetrahydrofuran:ethanol (10:1)(×3) (220 mL)
4. dry with materialThe combined organic layers were dried with sodium sulfate
5. filtrationfiltered
6. concentrationconcentrated

ORDレコード

ord-425aecf5935a48a1a72dd8291d9952a4

出典データセット

uspto-grants-1999_02

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US05869734