Dibenzosuberone → HCID 59770160, compound

HRID 2218633Notes

Reaction equation

HRID 2218633 reaction equation
[CH2:1]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[C:9](=O)[C:8]2[C:3](=[CH:4][CH:5]=[CH:6][CH:7]=2)[CH2:2]1.[CH3:17][O:18][C:19]1[CH:26]=[C:25]([O:27][CH3:28])[CH:24]=[CH:23][C:20]=1[CH:21]=O>>[CH3:17][O:18][C:19]1[CH:26]=[C:25]([O:27][CH3:28])[CH:24]=[CH:23][C:20]=1[CH:21]=[C:9]1[C:8]2[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=2[CH2:2][CH2:1][C:16]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]1=2

Participants

3

Reactant 2

HCID 14589DibenzosuberoneHCID 691752,4-Dimethoxybenzaldehyde

Product 1

HCID 59770160HCID 59770160, compoundYield 7%

Procedure

Following procedures essentially as described in Preparation 5 and Example 28, above, and using dibenzosuberone (2.00 g, 10.29 mmol) and 2,4-dimethoxybenzaldehyde (1.71 g, 10.29 mmol) affords 231 mg (7%) ofthe title compound as awhite foam. 1H-NMR (CDCl3) δ 2.70-3.67 (br m, 4H), 3.73 (s, 3H), 3.84 (s, 3H), 6.15 (dd, 1H), 6.41 (d, 1H), 6.61 (d, 1H), 6.9-7.27 (m, 8H), 7.56 (dd, 1H); HPLC shows 98% purity.

Workup

  1. customas described in Preparation 5 and Example 28

Sources & evidence

ORD record
ord-2ad444a69eae442b833005f391897537
Source dataset
uspto-grants-2008_08
Patent number
US07411072B2

Reaction notes

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