Sodium Iodide → HCID 13151547, compound

HRID 1648873Notes

Reaction equation

Br[CH2:2][CH:3]1[CH2:7][CH:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH2:5][O:4]1.[C:14]1([N:20]2[C:24]3([CH2:29][CH2:28][NH:27][CH2:26][CH2:25]3)[C:23](=[O:30])[NH:22][CH2:21]2)[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1.[I-].[Na+].[C:33](=[O:36])([O-:35])[O-].[K+].[K+]>CN(C)C=O.C(OCC)(=O)C.O>[C:5]([OH:30])(=[O:4])/[CH:6]=[CH:8]\[C:33]([OH:35])=[O:36].[C:8]1([CH:6]2[CH2:5][O:4][CH:3]([CH2:2][N:27]3[CH2:26][CH2:25][C:24]4([N:20]([C:14]5[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=5)[CH2:21][NH:22][C:23]4=[O:30])[CH2:29][CH2:28]3)[CH2:7]2)[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

Participants

Conditions

Temperature: 60 °C

Procedure

A mixture of 4.0 g of 2-bromomethyl-4-phenyltetrahydrofuran, 3.83 g of 1-phenyl-1,3,8-triazaspiro[4.5]decan-4-one, 2.48 g of sodium iodide and 2.3 g of potassium carbonate in 50 ml of dimethylformamide is heated with stirring at 60° C. for 24 hours. The reaction mixture is then poured into 200 ml of water, and 50 ml of ethyl acetate is added thereto. The mixture is stirred under ice-cooling. The crystals precipitated are collected by filtration, treated with maleic acid and recrystallized from ethanol to give 8-(4-phenyl-tetrahydro-2-furylmethyl)-1-phenyl-1,3,8-triazaspiro[4.5]decan-4-one maleate, melting at 202°-204° C. with decomposition.

Workup

temperatureis heated
additionis added
stirringThe mixture is stirred under ice-
temperaturecooling
customThe crystals precipitated
filtrationare collected by filtration
additiontreated with maleic acid
customrecrystallized from ethanol

Sources & evidence

ORD record: ord-3c27672f9e8648d39b24aaa59e5a4d89
Source dataset: uspto-grants-1983_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04414216

Reaction notes

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