ChemicalBook CAS DataBase List 2-METHOXY-5-METHYLPHENOL

2-METHOXY-5-METHYLPHENOL synthesis

10synthesis methods

Product Name:2-METHOXY-5-METHYLPHENOL
CAS Number:1195-09-1
Molecular formula:C8H10O2
Molecular Weight:138.16

621-59-0 Synthesis

621-59-0
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$9.00/1g

1195-09-1
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$20.00/1g

Yield:1195-09-1 100%

Reaction Conditions:

with hydrazine hydrate;potassium hydroxide at 130 - 190; for 6 h;

Steps:

192.1 Step 1: 2-Methoxy-5-methylphenol
To a suspension of 3-hydroxy-4-methoxybenzaldehyde (5 g, 33 mmol) and KOH (18.4 g, 328 mmol) in ethylene glycol (65 mL) was added hydrazine mono hydrate (9.7 g, 194 mmol). The reaction mixture was heated at 130°C for 1 hr and then at 190°C for 5hr. After cooled down to r.t., the resulting mixture was poured into a mixture of cone. HCI (42 mL) and ice water (150 mL) and extracted with ether. The organic layer was washed with brine, dried over Na₂S0₄, filtered and concentrated under reduced pressure to give the title compound (4.8 g, quant, yield) as a white solid. LCMS (ES+) (m/z): 139.0 (M+1). ¹H NMR (400 MHz, CDC ) δ 6.79 - 6.71 (m, 2H), 6.67 - 6.61 (m, 1 H), 5.56 (s, 1 H), 3.85 (s, 3H), 2.26 (s, 3H).

References:

VIIV HEALTHCARE UK LIMITED;VELTHUISEN, Emile Johann;WEATHERHEAD, Jason Gordon WO2018/20357, 2018, A1 Location in patent:Page/Page column 97

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104-93-8 Synthesis