تفاعل #417084

معادلة التفاعل

sulfuric acid

6-propyl-2-benzylamino-1-nonanol

ethylene oxide

NaOH

N-(2-hydroxyethyl)-6-propyl-2-benzylamino-1nonanol

→

N-benzyl-3-(4-propylheptyl)morpholine

المردود 93.0%

المذيبات

ethanol

ظروف التفاعل

المعالجة

1. 1
   أخرىwere kept at 100° C. in an autoclave
2. 2
   أخرىThe reaction mixture was evaporated
3. 3
   أخرى57 grams (100%) of GLC-unitary substance were obtained
4. 4
   workup.DISSOLUTIONwere dissolved in 450 ml
5. 5
   استخلاصextracted with diethyl ether
6. 6
   استخلاصThe ether extract
7. 7
   تجفيفwas dried over sodium sulphate
8. 8
   أخرىevaporated
9. 9
   workup.DISTILLATIONDistillation

الإجراء التجريبي

46.6 grams (0.16 mole) of 6-propyl-2-benzylamino-1-nonanol and 11 grams (0.20 moles) of ethylene oxide in 200 ml. 96% ethanol were kept at 100° C. in an autoclave with careful stirring for three hours. The reaction mixture was evaporated. 57 grams (100%) of GLC-unitary substance were obtained, viz. N-(2-hydroxyethyl)-6-propyl-2-benzylamino-1nonanol. Said 57 grams were dissolved in 450 ml. of 70% (w/w) sulfuric acid and kept in a glass autoclave at 140°-150° C. for 15 hours. The reaction mixture was admixed with an excess of 40% aqueous NaOH and extracted with diethyl ether. The ether extract was dried over sodium sulphate and evaporated. Distillation gave 49.7 grams (93 %) N-benzyl-3-(4-propylheptyl)morpholine, boiling point 163°-165° C./0.01mm Hg. This substance (49.7 grams) and 3 grams of 10% (w/w) Pd-C in 500 ml. 96 % ethanol were hydrogenated in a steel autoclave at 100° C. and 100 atmospheres hydrogen pressure for 12 hours. Conventional processing gave 34.2 grams (96%) of 3-(4-propylheptyl)morpholine, boiling point 76°-78° C./0.01 mm Hg. The base obtained was dissolved in ether and the hydrochloride precipitated with hydrochloric acid in ethanol. Recrystallization gave crystals having a melting point of 118°-119° C.

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