Methyl 4-(benzyloxy)-2-hydroxybenzoate → Methyl 2-hydroxy-4-(3-phenylpropyloxy)benzoate

HRID 322921Notes

Reaction equation

HRID 322921 reaction equation
[OH:1][C:2]1[CH:11]=[C:10]([O:12][CH2:13][CH2:14][C:15]2[C:23]3[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=3)NC=2)[CH:9]=[CH:8][C:3]=1[C:4]([O:6][CH3:7])=[O:5].OC1C=C(OCC2C=CC=CC=2)C=CC=1C(OC)=O.OC1C=C(OCC2C=CC3C(=CC=CC=3)C=2)C=CC=1C(OC)=O.OC1C=C(OCC2C3C(=CC=CC=3)C=CC=2)C=CC=1C(OC)=O.OC1C=C(OCC2C=CC3OCOC=3C=2)C=CC=1C(OC)=O.OC1C=C(OCCC2C=CC=CC=2)C=CC=1C(OC)=O.OC1C=C(OCC2C=CC(C(C)C)=CC=2)C=CC=1C(OC)=O.OC1C=C(OCC2C=CC([N+]([O-])=O)=CC=2)C=CC=1C(OC)=O.OC1C=C(OCC2C=CC(F)=CC=2)C=CC=1C(OC)=O.OC1C=C(OCC2C=CC(Cl)=C(Cl)C=2)C=CC=1C(OC)=O.OC1C=C(OCC2C=CC(OC)=CC=2)C=CC=1C(OC)=O.OC1C=C(OCC2C=CC=C(OC)C=2)C=CC=1C(OC)=O>>[OH:1][C:2]1[CH:11]=[C:10]([O:12][CH2:13][CH2:14][CH2:15][C:23]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH:9]=[CH:8][C:3]=1[C:4]([O:6][CH3:7])=[O:5]

Participants

13

Reactant 12

HCID 225489Methyl 4-(benzyloxy)-2-hydroxybenzoateHCID 10494455Methyl 2-hydroxy-4-(4-isopropylbenzyloxy)benzoateHCID 10518444Methyl 2-hydroxy-4-(3,4-methylenedioxybenzyloxy)benzoateHCID 10541338Benzoic acid, 2-hydroxy-4-[(4-methoxyphenyl)methoxy]-, methyl esterHCID 10660986Methyl 2-hydroxy-4-(3-methoxybenzyloxy)benzoateHCID 10686460Methyl 2-hydroxy-4-(2-(3-indolyl)ethoxy)benzoateHCID 10707316Methyl 2-hydroxy-4-(2-phenylethoxy)benzoateHCID 10757179Methyl 2-hydroxy-4-(1-naphthylmethoxy)benzoateHCID 22010125Methyl 2-hydroxy-4-(4-nitrobenzyloxy)benzoateHCID 22010297Methyl 2-hydroxy-4-(4-fluorobenzyloxy)benzoateHCID 22010402Methyl 2-hydroxy-4-(2-naphthylmethoxy)benzoateHCID 22010505Methyl 2-hydroxy-4-(3,4-dichlorobenzyloxy)benzoate

Product 1

HCID 22010383Methyl 2-hydroxy-4-(3-phenylpropyloxy)benzoate

Procedure

methyl 2-hydroxy-4-(2-(3-indolyl)ethoxy)benzoate; methyl 2-hydroxy-4-benzyloxybenzoate, m.p. 101-102° C.; methyl 2-hydroxy-4-(2-naphthylmethoxy)benzoate; methyl 2-hydroxy-4-(1-naphthylmethoxy)benzoate; methyl 2-hydroxy-4-(3,4-methylenedioxybenzyloxy)benzoate (solid); methyl 2-hydroxy-4-(2-phenylethoxy)benzoate; methyl 2-hydroxy-4-(4-isopropylbenzyloxy)benzoate, m.p. 68-70° C.; methyl 2-hydroxy-4-(4-nitrobenzyloxy)benzoate, m.p. 178-180° C.; methyl 2-hydroxy-4-(4-fluorobenzyloxy)benzoate, m.p. 82-84° C.; methyl 2-hydroxy-4-(3,4-dichlorobenzyloxy)benzoate, m.p. 134-136° C.; methyl 2-hydroxy-4-(4-methoxybenzyloxy)benzoate; and methyl 2-hydroxy-4-(3-methoxybenzyloxy)benzoate.

Sources & evidence

ORD record
ord-f31230f8a10e419eabc3bf200a4fff20
Source dataset
uspto-grants-2001_04
Patent number
US06211234B1

Reaction notes

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