Phenol → HCID 15229710, compound

HRID 1109625Notes

Reaction equation

HRID 1109625 reaction equation
[CH3:1][C:2]1[C:15]2[C:6](=[N:7][C:8]3[C:13]([C:14]=2[C:16]([OH:18])=[O:17])=[C:12]([CH3:19])[CH:11]=[C:10]([CH3:20])[CH:9]=3)[CH:5]=[C:4]([CH3:21])[CH:3]=1.[C:22]1(O)[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1>C1COCC1.CN(C)C1C=CN=CC=1>[C:22]1([O:17][C:16]([C:14]2[C:13]3[C:8]([N:7]=[C:6]4[C:15]=2[C:2]([CH3:1])=[CH:3][C:4]([CH3:21])=[CH:5]4)=[CH:9][C:10]([CH3:20])=[CH:11][C:12]=3[CH3:19])=[O:18])[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1

Participants

5

Reactant 2

HCID 996PhenolHCID 19020992HCID 19020992, compound

Product 1

HCID 15229710HCID 15229710, compoundYield 55%

Reagents, catalysts & solvents 2

HCID 142844-(Dimethylamino)pyridineCatalystHCID 8028TetrahydrofuranSolvent

Procedure

In step 1, 1,3,6,8 tetramethylacridine-9-carboxylic acid was esterified with phenol in THF and 4-dimethylamino-pyridine [DMAP]. Phenyl-1,3,6,8-tetramethylacridine-9-carboxylate was obtained in about 55% yield after recrystallization from benzene.

Sources & evidence

ORD record
ord-00e4f7a6c70549a3821305e447111073
Source dataset
uspto-grants-1994_06
Patent number
US05321136

Reaction notes

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