Piperidine → HCID 54721702, compound

HRID 357868Notes

Reaction equation

HRID 357868 reaction equation
Br[C:2]1[C:3](=[O:21])[O:4][C:5]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[CH2:6][C:7]=1[OH:8].[Cl:22][C:23]1[CH:28]=[CH:27][C:26]([SH:29])=[C:25]([CH:30]([CH3:32])[CH3:31])[CH:24]=1.N1CCCCC1>ClCCl>[Cl:22][C:23]1[CH:28]=[CH:27][C:26]([S:29][C:2]2[C:3](=[O:21])[O:4][C:5]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)([C:9]3[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=3)[CH2:6][C:7]=2[OH:8])=[C:25]([CH:30]([CH3:32])[CH3:31])[CH:24]=1

Participants

5

Reactant 3

HCID 8082PiperidineHCID 21222492HCID 21222492, compoundHCID 547215603-bromo-5,6-dihydro-4-hydroxy-6,6-diphenyl-2H-pyran-2-one

Product 1

HCID 54721702HCID 54721702, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The title compound was prepared as described in General Method 6 from 2.0 mmol of 3-bromo-5,6-dihydro-4-hydroxy-6,6-diphenyl-2H-pyran-2-one (prepared in example AAA), 2.1 mmol of 4-chloro-2-isopropylbenzenethiol, and 2.1 mmol of piperidine in 30 mL of dichloromethane. The product was chromatographed on silica gel, eluting first with chloroform and then with 5% methanol in chloroform (m.p. 95°-96° C.). 1H NMR (DMSO-d6) δ 1.16 (d, 6 H), 3.23 (m, 1 H), 3.73 (bs, 2 H), 5.60 (d, 1 H), 6.45 (d, 1 H), 7.14 (d, 1 H), 7.32-7.48 (m, 10 H).

Workup

  1. customThe product was chromatographed on silica gel
  2. washeluting first with chloroform

Sources & evidence

ORD record
ord-d8cc78ae3d3c430e9fb753cd9945502a
Source dataset
uspto-grants-1998_11
Patent number
US05840751

Reaction notes

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