تفاعل #690407

معادلة التفاعل

tert-Butyl (2R)-2-{[(methylsulfonyl)oxy]methyl}morpholine-4-carboxylate

sodium iodide

potassium carbonate

benzyl-1-piperazine carboxylate

→

product

المردود 70.0%

tert-Butyl (2S)-2-({4-[(benzyloxy)carbonyl]piperazin-1-yl}methyl)morpholine-4-carboxylate

المردود 70.0%

المذيبات

isohexane

ethyl acetate

ethyl acetate

Water

butyronitrile

ظروف التفاعل

المعالجة

1. 1
   أخرىthe layers separated
2. 2
   غسيلthe aqueous phase was washed with ethyl acetate (1 L)
3. 3
   غسيلthe combined organics were washed with brine (1 L)
4. 4
   تجفيفdried (MgSO4)
5. 5
   أخرىevaporated
6. 6
   أخرىto give crude product as a yellow oil

الإجراء التجريبي

tert-Butyl (2R)-2-{[(methylsulfonyl)oxy]methyl}morpholine-4-carboxylate (75 g, 0.25 mol), sodium iodide (11.4 g, 76 mmol), potassium carbonate (38 g, 0.28 mol) and benzyl-1-piperazine carboxylate (54 mL, 0.28 mol) were heated together in butyronitrile (1.5 L) at 115° C. for 24 hours. Water (1.8 L) was added and the layers separated, the aqueous phase was washed with ethyl acetate (1 L) and the combined organics were washed with brine (1 L), dried (MgSO4) and evaporated to give crude product as a yellow oil. Chromatography (5 kg column: 20% ethyl acetate to 50% ethyl acetate in isohexane) gave product as pale yellow gum (73 g, 0.17 mol, 70%).

المصدر