Methyl 2-hydroxy-5-(phenylMethoxy)benzoate synthesis
- Product Name:Methyl 2-hydroxy-5-(phenylMethoxy)benzoate
- CAS Number:61227-22-3
- Molecular formula:C15H14O4
- Molecular Weight:258.27
1175095-39-2
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Yield:-
Reaction Conditions:
Stage #1: 6-benzyloxy-2,2-dimethyl-benzo[1,3]dioxin-4-onewith sodium methylate in tetrahydrofuran;methanol at 20; for 1 h;
Stage #2: with hydrogenchloride in tetrahydrofuran;methanol;water;
Steps:
62.c
c) 5-Benzyloxy-2-hydroxy-benzoic acid methyl ester[0340] NaOMe solid (5.67 g, 105 mmol) was added in one portion to a mixture of the above compound (34 g, 105 mmol) in (1/1) MeOH / THF (420 mL). The raction mixture was stirred at rt for 1 h and concentrate to 1/3 of its volume. It was then partitioned between 1 N HCl and EtOAc. Organic phase was washed with water, brine, dried over Na2SO4, filtered and concentrated. Crude residue was purified by silica gel chromatography (eluting with 10% - 40% EtOAc / hexanes) to provide the title compound (15 g) as a pale yellow solid. 1H NMR (200 MHz, CDCl3): δ (ppm) = 10.36 (s, 1 H), 7.41-7.10 (m, 7 H), 6.89 (d, J = 9.0 Hz, 1 H), 5.00 (s, 2 H), 3.94 (s, 3 H).
References:
WO2010/56767,2010,A1 Location in patent:Page/Page column 90
490-79-9
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