HCID 53716329, compound → HCID 22005154, compound

HRID 324843Notes

Reaction equation

HRID 324843 reaction equation
[CH:1]([C:4]1[C:9]([CH2:10][OH:11])=[C:8]([C:12]2[CH:17]=[CH:16][C:15]([CH2:18][CH3:19])=[CH:14][CH:13]=2)[C:7]([CH:20]=[CH:21][CH2:22][CH2:23][CH3:24])=[C:6]([CH:25]([CH3:27])[CH3:26])[N:5]=1)([CH3:3])[CH3:2]>C(OCC)(=O)C.CCCCCC>[CH:1]([C:4]1[C:9]([CH2:10][OH:11])=[C:8]([C:12]2[CH:13]=[CH:14][C:15]([CH2:18][CH3:19])=[CH:16][CH:17]=2)[C:7]([CH2:20][CH2:21][CH2:22][CH2:23][CH3:24])=[C:6]([CH:25]([CH3:26])[CH3:27])[N:5]=1)([CH3:3])[CH3:2]

Participants

3

Reactant 1

HCID 53716329HCID 53716329, compound

Product 1

HCID 22005154HCID 22005154, compound

Reagents, catalysts & solvents 1

HCID 21226206Ethyl acetate hexaneSolvent

Procedure

The title compound was prepared from 2,6-diisopropyl-3-hydroxymethyl-4-(4ethylphenyl)5(pent-1-enyl)pyridine (Example 131) by the procedure described in Example 126. 1H NMR (300 MHz, CDCl3): δ 0.77 (t, J=7.0 Hz, 3 H), 1.0-1.40 (m, 22 H), 2.28 (m, 2 H), 2.73 (q, J=7.5 Hz, 2 H), 3.35 (m, 1 H), 3.45 (m, 1 H), 4.35 (s, 2 H), 7.10 (d, J=8.0 Hz, 2 H), 7.18-7.34 (d, J=8.0 Hz, 2 H). FAB-MS: calculated for C25H37NO 368; found 368 (M+H, 100%). Rf=0.31 (10% ethyl acetate/n-hexane). mp 87-88° C.

Sources & evidence

ORD record
ord-94fb6d33c53b4668be86cb480fc8a928
Source dataset
uspto-grants-2001_04
Patent number
US06218431B1

Reaction notes

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