Phosgene → 1,3-Dioxol-2-one, 4-(4-fluorophenyl)-5-(2-(4-(2-methoxyphenyl)-1-piperazinyl)ethyl)-, dihydrochloride

HRID 225123Notes

Reaction equation

HRID 225123 reaction equation
[F:1][C:2]1[CH:27]=[CH:26][C:5]([C:6]([CH:8]([OH:25])[CH2:9][CH2:10][N:11]2[CH2:16][CH2:15][N:14]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=3[O:23][CH3:24])[CH2:13][CH2:12]2)=[O:7])=[CH:4][CH:3]=1.[C:28](Cl)([Cl:30])=[O:29]>C(Cl)(Cl)Cl.C1(C)C=CC=CC=1>[ClH:30].[ClH:30].[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:6]2[O:7][C:28](=[O:29])[O:25][C:8]=2[CH2:9][CH2:10][N:11]2[CH2:12][CH2:13][N:14]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=3[O:23][CH3:24])[CH2:15][CH2:16]2)=[CH:26][CH:27]=1

Participants

5

Reactant 2

HCID 6371PhosgeneHCID 398831-(4-Fluorophenyl)-2-hydroxy-4-[4-(2-methoxyphenyl)piperazin-1-yl]butan-1-one

Product 1

HCID 568801,3-Dioxol-2-one, 4-(4-fluorophenyl)-5-(2-(4-(2-methoxyphenyl)-1-piperazinyl)ethyl)-, dihydrochloride

Reagents, catalysts & solvents 2

HCID 1140TolueneSolventHCID 6212ChloroformSolvent

Conditions

Temperature
0 °C

Procedure

A solution of 20 g of 1-p-fluorobenzoyl-1-hydroxy-3-(4-(2-methoxyphenyl)-1-piperazinyl)propane in 200 cc of anhydrous chloroform is added in 60 minutes to 33 ml of a 20% phosgene solution in toluene, stirred and cooled to 0° C.

Sources & evidence

ORD record
ord-9c5fc7f934b54651a11513c9fb1e1e43
Source dataset
uspto-grants-1980_11
Patent number
US04235904

Reaction notes

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