Piperidine → 4-hydroxy-5-(2-isopropylphenyl)sulfanyl-2,2-diphenyl-3H-pyran-6-one

HRID 357850

Reaktionsgleichung

Reaktionsgleichung von HRID 357850
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].[CH:22]([C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=1[SH:31])([CH3:24])[CH3:23].N1CCCCC1>ClCCl>[OH:8][C:7]1[CH2:6][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)[O:4][C:3](=[O:21])[C:2]=1[S:31][C:26]1[CH:27]=[CH:28][CH:29]=[CH:30][C:25]=1[CH:22]([CH3:24])[CH3:23]

Komponenten

5

Edukt 3

HCID 8082PiperidineHCID 96003Benzenethiol, 2-(1-methylethyl)-HCID 547215603-bromo-5,6-dihydro-4-hydroxy-6,6-diphenyl-2H-pyran-2-one

Produkt 1

HCID 546890124-hydroxy-5-(2-isopropylphenyl)sulfanyl-2,2-diphenyl-3H-pyran-6-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

The title compound was prepared as described in General Method 6 from 1.0 mmol of 3-bromo-5,6-dihydro-4-hydroxy-6,6-diphenyl-2H-pyran-2-one (prepared in example AAA), 1.05 mmol of 2-isopropylbenzenethiol, and 1.05 mmol of piperidine in 20 mL of dichloromethane. The product was triturated with ether to afford a solid (m.p. 216°-217° C.). 1H NMR (DMSO-d6) δ 1.17 (d, J=6.8 Hz, 6 H), 3.20 (m, 1 H), 3.77 (bs, 2 H), 5.64 (d, 1 H), 6.45 (t, 1 H), 6.92 (t, 1 H), 7.12 (d, 1 H), 7.32 -7.48 (m, 10 H).

Aufarbeitung

  1. customThe product was triturated with ether

Quellen und Nachweise

ORD-Eintrag
ord-0ba9673706294a1ca401931b77eff5fc
Quelldatensatz
uspto-grants-1998_11
Patentnummer
US05840751

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