4-Chlorophenyl chloroformate → HCID 57455842, compound

HRID 1831260Notes

Reaction equation

HRID 1831260 reaction equation
Cl[C:2]([O:4][C:5]1[CH:10]=[CH:9][C:8]([Cl:11])=[CH:7][CH:6]=1)=[O:3].[C:12]1([CH2:18][CH2:19][CH2:20][CH2:21][N:22]2[CH2:27][CH2:26][NH:25][CH2:24][CH2:23]2)[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.[K+].[Br-]>>[Cl:11][C:8]1[CH:9]=[CH:10][C:5]([O:4][C:2]([N:25]2[CH2:26][CH2:27][N:22]([CH2:21][CH2:20][CH2:19][CH2:18][C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)[CH2:23][CH2:24]2)=[O:3])=[CH:6][CH:7]=1

Participants

4

Reactant 3

HCID 1390594-Chlorophenyl chloroformateHCID 253877Potassium BromideHCID 27371261-(4-phenylbutyl)piperazine

Product 1

HCID 57455842HCID 57455842, compound

Procedure

The hydrochloride of the title compound was prepared from 4-chlorophenyl chloroformate and 1-(4-phenylbutyl)piperazine, yield 86%. White crystals, m.p. 230–232° C.; 1H NMR (DMSO-d6): δ 11.43 (br,1H), 7.51–7.43 (d-like m, 2H), 7.33–7.15 (m, 7H), 4.33–3.95 (br, max at 4.21 and 4.10 ppm; 2H), 3.72–3.36 (br m, 4H), 3.22–2.96 (br, max at 3.10 ppm, 4H), 2.62 (t, J=7.54 Hz, 2H), 1.84–1.69 (m, 2H), 1.69–1.54 (m, 2H) ppm; IR (KBr): ν 1736, 1720 (C═O) cm−1.

Sources & evidence

ORD record
ord-a9de2afd0c134f7e831f7cd408beeb54
Source dataset
uspto-grants-2006_06
Patent number
US07067517B2

Reaction notes

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