Dimethylformamide → HCID 12295055, compound

HRID 1390449Notes

Reaction equation

HRID 1390449 reaction equation
Cl.[C:2]([NH:6][CH2:7][C:8]([C:10]1[CH:15]=[CH:14][C:13]([OH:16])=[C:12]([OH:17])[CH:11]=1)=[O:9])([CH3:5])([CH3:4])[CH3:3].[CH3:18][O-].[Na+].[C:21]1([O-:27])[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1.[Na+].[C:29]([Cl:39])(=[O:38])[C:30]1[CH:35]=[CH:34][C:33]([O:36][CH3:37])=[CH:32][CH:31]=1.CN(C)[CH:42]=[O:43]>>[ClH:39].[C:2]([NH:6][CH2:7][C:8]([C:10]1[CH:15]=[CH:14][C:13]([O:16][C:42](=[O:43])[C:24]2[CH:25]=[CH:26][C:21]([O:27][CH3:18])=[CH:22][CH:23]=2)=[C:12]([O:17][C:29](=[O:38])[C:30]2[CH:35]=[CH:34][C:33]([O:36][CH3:37])=[CH:32][CH:31]=2)[CH:11]=1)=[O:9])([CH3:5])([CH3:3])[CH3:4]

Participants

6

Reactant 5

HCID 6228DimethylformamideHCID 7477p-Anisoyl chlorideHCID 30157041-(3,4-Dihydroxyphenyl)-2-((1,1-dimethylethyl)amino)ethan-1-one hydrochlorideHCID 4445035Phenolate SodiumHCID 10942334Sodium Methoxide

Product 1

HCID 12295055HCID 12295055, compound

Procedure

Proceeding in a manner similar to that described in Example 30A above, 26 g. of 3,4-dihydroxyphenyl tert-butylaminomethyl ketone hydrochloride was reacted with 17 g. of sodium methoxide in 200 ml. of N,N-dimethylformamide, and the resulting sodium phenolate salt was interacted with p-anisoyl chloride to yield 12.3 g of 3,4-bis(p-anisoyloxy)phenyl tert-butylaminomethyl ketone hydrochloride as a white crystalline solid which melted at 205-208° C. (uncorr.).

Sources & evidence

ORD record
ord-6c1692ec7c0042eca0f2e82d78ad4feb
Source dataset
uspto-grants-1979_02
Patent number
US04138581

Reaction notes

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