2-Carbomethoxy-7-hydroxy-8-propylchromone → 2-Carbomethoxy-7-[5-(2-allyl-4-carbomethoxyphenoxy)pentoxy]-8-n-propylchromone

HRID 1285252Notes

Reaction equation

HRID 1285252 reaction equation
[OH:1][C:2]1[C:11]([CH2:12][CH2:13][CH3:14])=[C:10]2[C:5]([C:6](=[O:19])[CH:7]=[C:8]([C:15]([O:17][CH3:18])=[O:16])[O:9]2)=[CH:4][CH:3]=1.[CH2:20]([C:23]1[CH:35]=[C:34]([C:36]([O:38][CH3:39])=[O:37])[CH:33]=[CH:32][C:24]=1[O:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30]Br)[CH:21]=[CH2:22]>>[C:15]([C:8]1[O:9][C:10]2[C:5]([C:6](=[O:19])[CH:7]=1)=[CH:4][CH:3]=[C:2]([O:1][CH2:30][CH2:29][CH2:28][CH2:27][CH2:26][O:25][C:24]1[CH:32]=[CH:33][C:34]([C:36]([O:38][CH3:39])=[O:37])=[CH:35][C:23]=1[CH2:20][CH:21]=[CH2:22])[C:11]=2[CH2:12][CH2:13][CH3:14])([O:17][CH3:18])=[O:16]

Participants

3

Reactant 2

HCID 139207782-Carbomethoxy-7-hydroxy-8-propylchromoneHCID 202504625-(2-Allyl-4-carbomethoxyphenoxy)-1-bromopentane

Product 1

HCID 202504662-Carbomethoxy-7-[5-(2-allyl-4-carbomethoxyphenoxy)pentoxy]-8-n-propylchromoneYield 96%

Procedure

Using the procedure of Example 2, 4.14 g (15.8 mmole) of methyl 7-hydroxy-8-n-propylchromone-2-carboxylate and 5.63 g (16.5 mmole) of the compound from Example 10 gave 7.9 g (96%) of the title compound, mp 87°-88°. Calc: C, 68.95; H, 6.61; Found; C, 68.49; H, 6.54.

Sources & evidence

ORD record
ord-46eed200525341c69eb31b6f88506765
Source dataset
uspto-grants-1986_01
Patent number
US04565882

Reaction notes

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