Benzyl Bromide → 1-Benzyl-7-ethoxymethyl-3-methylxanthine

HRID 1988

Reaction equation

[CH2:1](Br)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:9]([O:11][CH2:12][N:13]1[C:21]2[C:20](=[O:22])[NH:19][C:18](=[O:23])[N:17]([CH3:24])[C:16]=2[N:15]=[CH:14]1)[CH3:10].C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[CH2:1]([N:19]1[C:20](=[O:22])[C:21]2[N:13]([CH2:12][O:11][CH2:9][CH3:10])[CH:14]=[N:15][C:16]=2[N:17]([CH3:24])[C:18]1=[O:23])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

Conditions

Temperature: 90 °C

Procedure

205 g (1.2 mol) of benzyl bromide were added to a suspension of 224 g (1 mol) of 7-ethoxymethyl-3-methylxanthine and 165 g of potassium carbonate in 1000 ml of dimethylformamide and the mixture was then stirred overnight at 90° C. The reaction solution was filtered hot, the filtrate was concentrated under reduced pressure and the residue was dried to constant weight in a bulb tube at 1 mbar and 60° C.

Workup

filtrationThe reaction solution was filtered hot
concentrationthe filtrate was concentrated under reduced pressure
customthe residue was dried to constant weight in a bulb tube at 1 mbar and 60° C.

Sources & evidence

ORD record: ord-d7603175462343e28fe8ca12d8b33976
Source dataset: uspto-grants-1998_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05728686

Linked notes

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