1-Butanol → 1-[4-[3-[4-[Bis(4-fluorophenyl)-hydroxymethyl]piperidin-1-yl]propoxy]phenyl]propan-1-one;propan-2-ol

HRID 1709908Notes

Reaction equation

HRID 1709908 reaction equation
C(O)(=O)C(O)=O.C1(C(C2C=CC=CC=2)=C2CCN(CCC[O:23][C:24]3[CH:29]=CC=C[CH:25]=3)CC2)C=CC=CC=1.[F:36][C:37]1[CH:42]=[CH:41][C:40]([C:43]([C:51]2[CH:56]=[CH:55][C:54]([F:57])=[CH:53][CH:52]=2)([CH:45]2[CH2:50][CH2:49][NH:48][CH2:47][CH2:46]2)[OH:44])=[CH:39][CH:38]=1.Cl[CH2:59][CH2:60][CH2:61][O:62][C:63]1[CH:68]=[CH:67][C:66]([C:69](=[O:72])[CH2:70][CH3:71])=[CH:65][CH:64]=1.C(=O)([O-])[O-].[Na+].[Na+].[I-].[K+].C(O)CCC>>[CH3:25][CH:24]([OH:23])[CH3:29].[F:36][C:37]1[CH:42]=[CH:41][C:40]([C:43]([C:51]2[CH:52]=[CH:53][C:54]([F:57])=[CH:55][CH:56]=2)([OH:44])[CH:45]2[CH2:46][CH2:47][N:48]([CH2:59][CH2:60][CH2:61][O:62][C:63]3[CH:68]=[CH:67][C:66]([C:69](=[O:72])[CH2:70][CH3:71])=[CH:65][CH:64]=3)[CH2:49][CH2:50]2)=[CH:39][CH:38]=1

Participants

7

Reactant 6

HCID 2631-ButanolHCID 4875Potassium IodideHCID 10340Sodium CarbonateHCID 11208889Bis(4-fluorophenyl)(piperidin-4-yl)methanolHCID 123996851-[4-(3-Chloropropoxy)phenyl]-1-propanoneHCID 230363354-(Diphenylmethylene)-1-(3-phenoxypropyl)piperidine oxalate

Product 1

HCID 867441741-[4-[3-[4-[Bis(4-fluorophenyl)-hydroxymethyl]piperidin-1-yl]propoxy]phenyl]propan-1-one;propan-2-olYield 76%

Procedure

This compound was prepared according to the procedure used to synthesize the compound of Example 1. A mixture of 3.0 g (0.01 mole) of α,α-bis(p-fluorophenyl)-4-piperidinemethanol, 2.3 g (0.01 mole) of 1-[4-(3-chloropropoxy)phenyl]-1-propanone, 3.7 g (0.035 mole) of anhydrous sodium carbonate and 0.4 g of potassium iodide in 100 mol of 1-butanol gave 3.7 g (76%) of title compound as a white solid, mp 57°-62° C.

Workup

  1. customThis compound was prepared

Sources & evidence

ORD record
ord-91230ec421d84c8e9fe810aa0ed632bd
Source dataset
uspto-grants-1990_08
Patent number
US04950674

Reaction notes

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