1-(4-Benzyloxy-3-chlorophenyl)-4-(3-cyclohexylpropyl)piperazine → 2-Fluoro-4-(4-octylpiperazin-1-yl)phenol

HRID 269889Notes

Reaction equation

HRID 269889 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][CH2:53][CH2:54][CH2:55][CH2:56][CH2:57][CH3:58])[CH2:47][CH2:46]2)=[CH:41][C:40]=1[F:59])C1C=CC=CC=1>>[F:59][C:40]1[CH:41]=[C:42]([N:45]2[CH2:50][CH2:49][N:48]([CH2:51][CH2:52][CH2:53][CH2:54][CH2:55][CH2:56][CH2:57][CH3:58])[CH2:47][CH2:46]2)[CH:43]=[CH:44][C:39]=1[OH:38]

Participants

3

Reactant 2

HCID 231114081-(4-Benzyloxy-3-chlorophenyl)-4-(3-cyclohexylpropyl)piperazineHCID 231114901-(4-Benzyloxy-3-fluorophenyl)-4-octylpiperazine

Product 1

HCID 231114212-Fluoro-4-(4-octylpiperazin-1-yl)phenolYield 89.2%

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-octylpiperazine (365 mg), to provided crude 2-fluoro-4-(4-octylpiperazin-1-yl)phenol (252 mg).

Sources & evidence

ORD record
ord-5c6449fde6784275a33fa968278c0eb4
Source dataset
uspto-grants-2008_11
Patent number
US07449466B2

Reaction notes

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