2,3-dihydro-7-hydroxy-8-propyl-4H-1-benzopyran-4-one → HCID 19922135, compound

HRID 1648066Notes

Reaction equation

HRID 1648066 reaction equation
[OH:1][C:2]1[CH:12]=[CH:11][C:5]2[C:6](=[O:10])[CH2:7][CH2:8][O:9][C:4]=2[C:3]=1[CH2:13][CH2:14][CH3:15].C[O:17][C:18](=[O:43])[CH2:19][CH2:20][C:21]1[CH:26]=[CH:25][C:24]([O:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32]OS(C)(=O)=O)=[C:23]([CH2:38][CH2:39][C:40]([OH:42])=[O:41])[CH:22]=1>>[O:10]=[C:6]1[C:5]2[CH:11]=[CH:12][C:2]([O:1][CH2:32][CH2:31][CH2:30][CH2:29][CH2:28][O:27][C:24]3[CH:25]=[CH:26][C:21]([CH2:20][CH2:19][C:18]([OH:43])=[O:17])=[CH:22][C:23]=3[CH2:38][CH2:39][C:40]([OH:42])=[O:41])=[C:3]([CH2:13][CH2:14][CH3:15])[C:4]=2[O:9][CH2:8][CH2:7]1

Participants

3

Reactant 2

HCID 153182992,3-dihydro-7-hydroxy-8-propyl-4H-1-benzopyran-4-oneHCID 54096842HCID 54096842, compound

Product 1

HCID 19922135HCID 19922135, compound

Procedure

Using the procedure of example 126, 2,3-dihydro-7-hydroxy-8-propyl-4H-1-benzopyran-4-one was converted into the title compound by alkylation with 4-[5-(methylsulfonyl)oxypentyloxy]-1,3-benzenedipropanoic acid methyl ester from the preceding example, followed by saponification, in 8% overall yield. The product was a colorless solid, mp 108°-109° C., recrystallized from hexane-ethyl acetate.

Sources & evidence

ORD record
ord-5a3b00ee4d8647198c648a8e90b9bc05
Source dataset
uspto-grants-1995_07
Patent number
US05434186

Reaction notes

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