Reaktion #339057

Reaktionsgleichung

2-((R)-6,8-Dichloro-2-cyclopropyl-1,2,3,4-tetrahydroisoquinolin-4-yl)phenylamine

2-chloroethyl chloroformate

→

desired product

Ausbeute 132.1%

3-[2-((R)-6,8-Dichloro-2-cyclopropyl-1,2,3,4-tetrahydroisoquinolin-4-yl)-phenyl]oxazolidin-2-one

Ausbeute 132.1%

Lösungsmittel

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.STIRRINGAfter stirring at room temperature for 3 h
2. 2
   workup.WAITthe mixture was left
3. 3
   SonstigeThe solvent was then removed
4. 4
   Sonstigethe residue purified by means of preparative HPLC
5. 5
   Sonstigethe acetonitrile was removed on a rotary evaporator
6. 6
   Extraktionextracted three times with ethyl acetate
7. 7
   TrocknenAfter the combined ethyl acetate phases had been dried over magnesium sulfate, they
8. 8
   Filtrationwere filtered
9. 9
   Einengenconcentrated to dryness

Vorschrift

2-((R)-6,8-Dichloro-2-cyclopropyl-1,2,3,4-tetrahydroisoquinolin-4-yl)phenylamine (400 mg) was dissolved in absolute THF (25 ml), and 2-chloroethyl chloroformate (102 mg) was added with stirring. After stirring at room temperature for 3 h, the mixture was left to stand overnight. The solvent was then removed and the residue purified by means of preparative HPLC. The fractions comprising product were combined, the acetonitrile was removed on a rotary evaporator, and the aqueous residue was neutralized with saturated sodium hydrogencarbonate solution and extracted three times with ethyl acetate. After the combined ethyl acetate phases had been dried over magnesium sulfate, they were filtered and concentrated to dryness. 380 mg of the desired product were obtained.

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