Resorcinol → Phenol, 2-(diphenylamino)-

HRID 2414072Notes

Reaction equation

HRID 2414072 reaction equation
[C:1]1([NH:7][C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:14]1([CH:21]=[CH:20][CH:19]=[C:17]([OH:18])[CH:16]=1)O>P(=O)(O)(O)O>[OH:18][C:17]1[CH:19]=[CH:20][CH:21]=[CH:14][C:16]=1[N:7]([C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1)[C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 5054ResorcinolHCID 11487Diphenylamine

Product 1

HCID 18977692Phenol, 2-(diphenylamino)-

Reagents, catalysts & solvents 1

HCID 1004Phosphoric AcidCatalyst

Procedure

Diphenylamine and 5 times the molar amount of resorcin were reacted at 200° C. for 20 hours in the presence of a phosphoric acid catalyst to obtain a hydroxytriphenylamine derivative. In the product was dissolved double the molar amount of phthalic anhydride by heating at 150° C. for 4 hours in the presence of a zinc chloride catalyst. After completion of the reaction, the reaction mixture was worked up in the same manner as in Synthesis Example 1 to obtain 3'-diphenylamino-6'-(N-p-isopropylphenylanilino)spiro[isobenzofuran-1(3H),9'-(9H)-xanthen]-3-one and 3-diphenylamino-7,12-dihydro-12,12-dimethyl-7-phenyl-spiro[14H-[1]benzopyrano[3,2-b]acridine-14,1'[13'H]-isobenzofuran]-3'-one.

Sources & evidence

ORD record
ord-2ff086c4cb5447d18fc847ebfa605b40
Source dataset
uspto-grants-1988_01
Patent number
US04721702

Reaction notes

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