HCID 49806006, compound → HCID 68547575, compound

HRID 1854710Notes

Reaction equation

HRID 1854710 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([OH:8])[CH:5]=[CH:4][C:3]=1/[CH:9]=[CH:10]/[C:11](=[O:25])[CH2:12][C:13](=[O:24])/[CH:14]=[CH:15]/[C:16]1[CH:21]=[CH:20][C:19]([OH:22])=[CH:18][C:17]=1[Cl:23].CN(C)C1C=CC(/C=C/C(=O)CC(=O)/C=C/C2C=CC(O)=C(OC)C=2)=CC=1>>[Cl:1][C:2]1[CH:7]=[C:6]([OH:8])[CH:5]=[CH:4][C:3]=1[CH2:9][CH2:10][C:11](=[O:25])[CH2:12][C:13](=[O:24])[CH2:14][CH2:15][C:16]1[CH:21]=[CH:20][C:19]([OH:22])=[CH:18][C:17]=1[Cl:23]

Participants

3

Reactant 2

HCID 49806006HCID 49806006, compoundHCID 67106823HCID 67106823, compound

Product 1

HCID 68547575HCID 68547575, compound

Procedure

The title compound was synthesized using the same procedure employed for Example 372, but with (1E,6E)-1,7-bis(2-chloro-4-hydroxyphenyl)hepta-1,6-diene-3,5-dione (27 mg, 71 μmol, synthesized in Example 247) as the starting material instead of (1E,6E)-1-(4-dimethylaminophenyl)-7-(4-hydroxy-3-methoxyphenyl)hepta-1,6-diene-3,5-dione, and was purified by silica gel column chromatography eluting with hexane/ethyl acetate=65/35 to 55/45. The product was obtained as a gum (15.1 mg, 56%) having the following characteristics.

Workup

  1. washeluting with hexane/ethyl acetate=65/35 to 55/45

Sources & evidence

ORD record
ord-57b385ae24d34444989133417b776d55
Source dataset
uspto-grants-2015_02
Patent number
US08962674B2

Reaction notes

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