1-[4-(3-bromopropoxy)-2-hydroxy-3-propylphenyl]ethanone → 2-Carbomethoxy-7-[3-(2-n-propyl-3-hydroxy-4-acetylphenoxy)propoxy]-8-n-propylchromone

HRID 1285253Notes

Reaction equation

HRID 1285253 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[C:33]([OH:34])=[C:32]([C:35](=[O:37])[CH3:36])[CH:31]=[CH:30][C:24]=1[O:25][CH2:26][CH2:27][CH2:28]Br)[CH2:21][CH3:22]>>[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][CH2:28][CH2:27][CH2:26][O:25][C:24]1[CH:30]=[CH:31][C:32]([C:35](=[O:37])[CH3:36])=[C:33]([OH:34])[C:23]=1[CH2:20][CH2:21][CH3:22])[C:11]=2[CH2:12][CH2:13][CH3:14])([O:17][CH3:18])=[O:16]

Participants

3

Reactant 2

HCID 27752211-[4-(3-bromopropoxy)-2-hydroxy-3-propylphenyl]ethanoneHCID 139207782-Carbomethoxy-7-hydroxy-8-propylchromone

Product 1

HCID 135378662-Carbomethoxy-7-[3-(2-n-propyl-3-hydroxy-4-acetylphenoxy)propoxy]-8-n-propylchromoneYield 76%

Procedure

Using the procedure of Example 2, 5.25 g (120 mmole) of methyl 7-hydroxy-8-n-propylchromone-2-carboxylate and 6.93 g (22 mmole) of the compound of Example 14 gave 7.54 g (76%) of the title compound, mp. 113°-115°. Calc: C, 67.73; H, 6.50; Found: C, 67.71; H, 6.49.

Sources & evidence

ORD record
ord-e026278504d94c5cb865434e61312fad
Source dataset
uspto-grants-1986_01
Patent number
US04565882

Reaction notes

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