Water → HCID 21191987, compound

HRID 1957799Notes

Reaction equation

[OH:1][C:2]1[C:11]([C:12]([OH:14])=[O:13])=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([C:15]([OH:17])=[O:16])[CH:8]=2)[CH:3]=1.C(=O)([O-])[O-].[K+].[K+].[CH2:24](Cl)[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1.O>CN(C)C=O.CO>[CH2:24]([O:1][C:2]1[C:11]([C:12]([O:14][CH2:24][C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)=[O:13])=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([C:15]([O:17][CH2:5][C:4]3[CH:9]=[CH:10][CH:11]=[CH:2][CH:3]=3)=[O:16])[CH:8]=2)[CH:3]=1)[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1

Participants

Conditions

Temperature: 100 °C

Procedure

2-Hydroxy-3,6-di-hydroxycarbonylnaphthalene (2.4 g) was dissolved in dimethylformamide (50 g), followed by heating to 100° C. Potassium carbonate (4.6 g) was slowly added and benzyl chloride (4.2 g) was added dropwise. After heating for about 20 hours, the reaction solution was poured into a mixed solution of water (300 g) and methanol (100 g). The deposit was filtered and then washed with water to obtain 3.5 g of 2-benzyloxy-3,6-di-benzyloxycarbonylnaphthalene as whitish yellow powder (DSC analysis value: 100.5° C.).

Workup

temperatureAfter heating for about 20 hours
filtrationThe deposit was filtered
washwashed with water

Sources & evidence

ORD record: ord-0589e8a87c0d414a8be0d044a89a43d3
Source dataset: uspto-grants-1998_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05786523

Reaction notes

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