1-(4-Benzyloxy-3-chlorophenyl)-4-(3-cyclohexylpropyl)piperazine → 4-[4-[2-(4-Chlorophenyl)-ethyl]piperazin-1-yl]-2-fluorophenol

HRID 269893Notes

Reaction equation

HRID 269893 reaction equation
C(OC1C=CC(N2CCN(CCCC3CCCCC3)CC2)=CC=1Cl)C1C=CC=CC=1.C([O:38][C:39]1[CH:44]=[CH:43][C:42]([N:45]2[CH2:50][CH2:49][N:48]([CH2:51][CH2:52][C:53]3[CH:58]=[CH:57][C:56]([Cl:59])=[CH:55][CH:54]=3)[CH2:47][CH2:46]2)=[CH:41][C:40]=1[F:60])C1C=CC=CC=1>>[Cl:59][C:56]1[CH:57]=[CH:58][C:53]([CH2:52][CH2:51][N:48]2[CH2:47][CH2:46][N:45]([C:42]3[CH:43]=[CH:44][C:39]([OH:38])=[C:40]([F:60])[CH:41]=3)[CH2:50][CH2:49]2)=[CH:54][CH:55]=1

Participants

3

Reactant 2

HCID 231114081-(4-Benzyloxy-3-chlorophenyl)-4-(3-cyclohexylpropyl)piperazineHCID 231114711-(4-Benzyloxy-3-fluorophenyl)-4-[2-(4-chlorophenyl)-ethyl]piperazine

Product 1

HCID 231114344-[4-[2-(4-Chlorophenyl)-ethyl]piperazin-1-yl]-2-fluorophenolYield 87.4%

Procedure

Production Example 30 was repeated except that 1-(4-benzyloxy-3-chlorophenyl)-4-(3-cyclohexylpropyl)piperazine was replaced with 1-(4-benzyloxy-3-fluorophenyl)-4-[2-(4-chlorophenyl)-ethyl]piperazine (373 mg), to provide crude 4-[4-[2-(4-chlorophenyl)-ethyl]piperazin-1-yl]-2-fluorophenol (257 mg).

Sources & evidence

ORD record
ord-6ac0f3d567ea451eb9b2e034474502fb
Source dataset
uspto-grants-2008_11
Patent number
US07449466B2

Reaction notes

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