반응 #4940

반응 방정식

2-(2-chloroethyl)-2,3-dihydro-4-methylpyrido[3,2-f]-1,4-oxazepin-5-(4H)-one hydrochloride

sodium hydroxide

4-[bis(4-fluorophenyl)-methyl]piperidine

→

2-[2-[4-[Bis(4-fluorophenyl)methyl]-1-piperidinyl]ethyl]-2,3-dihydro-4-methylpyrido[3,2-f][1,4]oxazepin-5(4H)-one dihydrochloride hemihydrate

용매

chloroform

반응 조건

후처리

1. 1
   건조The chloroform was dried over sodium sulfate
2. 2
   농축concentrated on the rotary evaporator
3. 3
   workup.DISSOLUTIONThe residue was dissolved in 50 ml of ethanol
4. 4
   온도The solution was heated
5. 5
   온도to reflux for 18 hr
6. 6
   농축concentrated on the rotary evaporator
7. 7
   기타The residue was partitioned between dilute sodium hydroxide and chloroform
8. 8
   건조The chloroform was dried over anhydrous sodium sulfate
9. 9
   농축concentrated
10. 10
    기타The residue was chromatographed on a Waters 500 HPlC (silica/92% ethyl acetate-8% triethylamine)
11. 11
    workup.DISSOLUTIONAfter concentration of the desired product, the residue was dissolved in isopropyl alcohol
12. 12
    workup.ADDITIONtreated with ethereal hydrogen chloride

실험 절차

Ten grams (0.036 mole) of 2-(2-chloroethyl)-2,3-dihydro-4-methylpyrido[3,2-f]-1,4-oxazepin-5-(4H)-one hydrochloride were partitioned between dilute sodium hydroxide and chloroform. The chloroform was dried over sodium sulfate and concentrated on the rotary evaporator. The residue was dissolved in 50 ml of ethanol and 10.3 g (0.036 mole) of 4-[bis(4-fluorophenyl)-methyl]piperidine was added. The solution was heated to reflux for 18 hr and concentrated on the rotary evaporator. The residue was partitioned between dilute sodium hydroxide and chloroform. The chloroform was dried over anhydrous sodium sulfate and concentrated. The residue was chromatographed on a Waters 500 HPlC (silica/92% ethyl acetate-8% triethylamine). After concentration of the desired product, the residue was dissolved in isopropyl alcohol and treated with ethereal hydrogen chloride. The resulting crystals weighed 3 g (14%) and melted at 160°-180° C.

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