Menthyl Anthranilate → 4-Aminobenzoic Acid

HRID 2167112Notes

Reaction equation

[NH2:1][C:2]1[CH:15]=[CH:14][C:5]([C:6]([O:8]CC(O)CO)=[O:7])=[CH:4][CH:3]=1.C(N(C1C=CC(C(O)=O)=C(CCCCCCC(=O)C2C=CC=CC=2)C=1O)CC)C.C(N(CC)C1C=CC(C(C2C=CC=CC=2C(OCCCCCC)=O)=O)=C(O)C=1)C.NC1C=CC=CC=1C(OC1CC(C)CCC1C(C)C)=O>>[NH2:1][C:2]1[CH:15]=[CH:14][C:5]([C:6]([OH:8])=[O:7])=[CH:4][CH:3]=1

Participants

Reactant 3

HCID 8633Menthyl Anthranilate

HCID 86922,3-Dihydroxypropyl 4-aminobenzoate

HCID 86702319Hexyl 2-[4-(diethylamino)-2-hydroxybenzoyl]benzoate (diethylamino hydroxy benzoyl hexylbenzoate)

Product 1

HCID 9784-Aminobenzoic Acid

Procedure

digalloyl triolate; 2,3-dihydroxypropyl 4-aminobenzoate (lisadimate, amyl dimethyl PABA, glyceryl PABA); ethyl-4-bis(hydroxypropyl)-aminobenzoate (roxadimate); ethoxylated ethyl 4-aminobenzoate (PEG-25 PABA); hexyl 2-[4-(diethylamino)-2-hydroxybenzoyl]benzoate (diethylamino hydroxy benzoyl hexylbenzoate); (5-methyl-2-propan-2-ylcyclohexyl) 2-aminobenzoate (menthyl anthranilate, meradimate);

Sources & evidence

ORD record: ord-856c093d2e4b469a9dc95f405e1422da
Source dataset: uspto-grants-2015_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09044623B2

Reaction notes

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