2,3-dihydro-7-hydroxy-8-propyl-4H-1-benzopyran-4-one → 4-[6-[(3,4-Dihydro-4-oxo-8-propyl-2H-1-benzopyran-7-yl)oxy]hexyl]-3-(3-ethoxy-3-oxopropyl)benzenepentanoic Acid Ethyl Ester

HRID 1648096Notes

Reaction equation

HRID 1648096 reaction equation
[CH2:1]([O:3][C:4](=[O:29])[CH2:5][CH2:6][CH2:7][CH2:8][C:9]1[CH:14]=[CH:13][C:12]([CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20]Br)=[C:11]([CH2:22][CH2:23][C:24]([O:26][CH2:27][CH3:28])=[O:25])[CH:10]=1)[CH3:2].[OH:30][C:31]1[CH:41]=[CH:40][C:34]2[C:35](=[O:39])[CH2:36][CH2:37][O:38][C:33]=2[C:32]=1[CH2:42][CH2:43][CH3:44]>>[CH2:1]([O:3][C:4](=[O:29])[CH2:5][CH2:6][CH2:7][CH2:8][C:9]1[CH:14]=[CH:13][C:12]([CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][O:30][C:31]2[CH:41]=[CH:40][C:34]3[C:35](=[O:39])[CH2:36][CH2:37][O:38][C:33]=3[C:32]=2[CH2:42][CH2:43][CH3:44])=[C:11]([CH2:22][CH2:23][C:24]([O:26][CH2:27][CH3:28])=[O:25])[CH:10]=1)[CH3:2]

Participants

3

Reactant 2

HCID 153182992,3-dihydro-7-hydroxy-8-propyl-4H-1-benzopyran-4-oneHCID 542953904-(6-Bromohexyl)-3-(3-ethoxy-3-oxopropyl)benzenepentanoic Acid Ethyl Ester

Product 1

HCID 544403474-[6-[(3,4-Dihydro-4-oxo-8-propyl-2H-1-benzopyran-7-yl)oxy]hexyl]-3-(3-ethoxy-3-oxopropyl)benzenepentanoic Acid Ethyl EsterYield 99.3%

Procedure

Starting with 0.505 g (1.08 mmol) of 4-(6-bromohexyl)-3-(3-ethoxy-3-oxopropyl)benzenepentanoic acid ethyl ester from the preceding example, and 0.226 g (1.09 mmol) of 2,3-dihydro-7-hydroxy-8-propyl-4H-1-benzopyran-4-one, the title compound (0.636 g; 99.3%) was obtained as a colorless oil, using the procedure of example 214.

Sources & evidence

ORD record
ord-cb0a7770fc5a4c27ae7cdb5e3409360a
Source dataset
uspto-grants-1995_07
Patent number
US05434186

Reaction notes

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