HCID 24808577, compound → HCID 68553397, compound

HRID 1854705Notes

Reaction equation

HRID 1854705 reaction equation
[OH:1][C:2]1[CH:3]=[C:4](/[CH:8]=[CH:9]/[C:10](=[O:23])[CH2:11][C:12](=[O:22])/[CH:13]=[CH:14]/[C:15]2[CH:20]=[CH:19][C:18]([OH:21])=[CH:17][CH:16]=2)[CH:5]=[CH:6][CH:7]=1.CN(C)C1C=CC(/C=C/C(=O)CC(=O)/C=C/C2C=CC(O)=C(OC)C=2)=CC=1>>[OH:1][C:2]1[CH:3]=[C:4]([CH2:8][CH2:9][C:10](=[O:23])[CH2:11][C:12](=[O:22])[CH2:13][CH2:14][C:15]2[CH:20]=[CH:19][C:18]([OH:21])=[CH:17][CH:16]=2)[CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 24808577HCID 24808577, compoundHCID 49806006HCID 49806006, compound

Product 1

HCID 68553397HCID 68553397, compound

Procedure

The title compound was synthesized using the same procedure employed for Example 372, but with (1E,6E)-1-(3-hydroxyphenyl)-7-(4-hydroxyphenyl)hepta-1,6-diene-3,5-dione (20 mg, 65 μmol, synthesized in Example 59) 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=70/30 to 60/40. The product was obtained as a gum (15.5 mg, 77%) having the following characteristics.

Workup

  1. washeluting with hexane/ethyl acetate=70/30 to 60/40

Sources & evidence

ORD record
ord-f1a9b45599d64fbe80cd279b49c56250
Source dataset
uspto-grants-2015_02
Patent number
US08962674B2

Reaction notes

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