تفاعل #42605

معادلة التفاعل

[2-(3-Benzyloxy-5-fluoro-phenyl)-1-oxiranyl-ethyl]-carbamic acid tert-butyl ester

m-ethyl benzylamine

→

product

المردود 96.0%

tert-butyl (1S,2R)-1-[3-(benzyloxy)-5-fluorobenzyl]-3-[(3-ethylbenzyl)amino]-2-hydroxypropylcarbamate

المردود 96.0%

المذيبات

isopropyl alcohol

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةto reflux for 2 h
2. 2
   أخرىReaction mixture
3. 3
   تركيزwas then concentrated in vacuo
4. 4
   أخرىto remove isopropyl alcohol
5. 5
   workup.DISSOLUTIONDissolved yellow liquid in ethyl acetate (30 ml)
6. 6
   غسيلwashed with 1N HCl (3×100 ml)
7. 7
   استخلاصAqueous layers were combined then extracted with ethyl acetate (2×100 ml)
8. 8
   غسيلOrganic layers were washed with 10% sodium bicarbonate (aq., 3×100 ml)
9. 9
   غسيلwash
10. 10
    تجفيفOrganic layer was dried over sodium sulfate
11. 11
    ترشيحfiltered
12. 12
    تركيزconcentrated in vacuo

الإجراء التجريبي

[2-(3-Benzyloxy-5-fluoro-phenyl)-1-oxiranyl-ethyl]-carbamic acid tert-butyl ester (3.33 g, 8.59 mmol) and m-ethyl benzylamine (2.32 g, 17.19 mmol) were dissolved in isopropyl alcohol (80 ml) and brought to reflux for 2 h. Reaction mixture was then concentrated in vacuo to remove isopropyl alcohol. Dissolved yellow liquid in ethyl acetate (30 ml), then washed with 1N HCl (3×100 ml). Aqueous layers were combined then extracted with ethyl acetate (2×100 ml). Organic layers were washed with 10% sodium bicarbonate (aq., 3×100 ml), followed by a brine wash. Organic layer was dried over sodium sulfate, filtered, then concentrated in vacuo, yielding the product (4.31 g). (ES+: 523.9)

المصدر