Hydrochloric Acid → HCID 23036324, compound

HRID 1193704Notes

Reaction equation

HRID 1193704 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([C:16]2[CH:21]=[CH:20][C:19]([F:22])=[CH:18][CH:17]=2)([CH:10]2[CH2:15][CH2:14][NH:13][CH2:12][CH2:11]2)[OH:9])=[CH:4][CH:3]=1.[Cl:23][CH2:24][CH2:25][CH2:26][O:27][C:28]1[CH:33]=[CH:32][C:31]([S:34]([NH2:37])(=[O:36])=[O:35])=[CH:30][CH:29]=1.C(=O)([O-])[O-].[Na+].[Na+].[I-].[K+].Cl>C(O)CCC>[ClH:23].[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([C:16]2[CH:17]=[CH:18][C:19]([F:22])=[CH:20][CH:21]=2)([OH:9])[CH:10]2[CH2:11][CH2:12][N:13]([CH2:24][CH2:25][CH2:26][O:27][C:28]3[CH:29]=[CH:30][C:31]([S:34]([NH2:37])(=[O:36])=[O:35])=[CH:32][CH:33]=3)[CH2:14][CH2:15]2)=[CH:4][CH:3]=1

Participants

7

Reactant 5

HCID 313Hydrochloric Acid2×HCID 4875Potassium IodideHCID 10340Sodium CarbonateHCID 11208889Bis(4-fluorophenyl)(piperidin-4-yl)methanolHCID 14407181HCID 14407181, compound

Product 1

HCID 23036324HCID 23036324, compoundYield 64%

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

This compound was prepared according to the procedure of Example 1. A mixture of 3.0 g (0.01 mole) of [α,α-bis(p-fluorophenyl)]-4-piperidinemethanol, 2.5 g (0.01 mole) of 4-(3-chloropropoxy)benzenesulfonamide, 5.3 g (0.05 mole) of anhydrous sodium carbonate and 0.3 g of potassium iodide in 100 ml of 1-butanol gave a gum as residue. The gum was converted to the hydrochloride with ethereal hydrogen chloride and the solid was recrystallized from absolute ethanol to yield 3.5 g (64%) of white solid, m.p. 152°-175° C.

Workup

  1. customThis compound was prepared
  2. customgave a gum as residue
  3. customthe solid was recrystallized from absolute ethanol

Sources & evidence

ORD record
ord-bc342600494c4183b2941bb1a684b45c
Source dataset
uspto-grants-1989_03
Patent number
US04810713

Reaction notes

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