METHYL 4-(4-FORMYL-2-METHOXYPHENOXY)BUTANOATE synthesis
- Product Name:METHYL 4-(4-FORMYL-2-METHOXYPHENOXY)BUTANOATE
- CAS Number:176375-41-0
- Molecular formula:C13H16O5
- Molecular Weight:252.26
Yield:176375-41-0 95%
Reaction Conditions:
with potassium carbonate in N,N-dimethyl-formamide at 20; for 6 h;
Steps:
1 Exam ple 1: - Synthesis of m ethyl 4 -(4 -form yl-2-m ethoxyphenoxy)butanoate
Exam ple 1: - Synthesis of m ethyl 4 -(4 -form yl-2-m ethoxyphenoxy)butanoate (0532) (0533) 1 (0534) Methyl 4-bromobutanoate (17.7 mL, 1.05 eq) and potassium carbonate (30.4 g, 1.5 eq) were added to a solution of vanillin (20 g, 133 mol) in DMF (80 mL). The suspension was stirred at room temperature for 6 hours, until TLC showed completion. At that point water (1000 mL) was added to the reaction, causing the formation of a precipitate that was filtered and collected giving pure 1 (32.05 g, 95%) as a white solid. NMR (400 MHz, CHLOROFORM-d) δ: 9-84 (iH, s), 7-40-7-44 (2H, m), 6.98 (iH, d, J = 8 Hz), 4.16 (2H, t, J = 6.2 Hz), 3.92 (3H, s), 3-69 (3H, s), 2.56 (2H, t, J= 7-2 Hz), 2.17-2.23 (2H, m).^ NMR (100 MHz, CHLOROFORM-d) δ: 190.9, 173.4, 153-8, 149-9, 130.3, 126.8, 111.5, 109·2, 67.8, 56.0, 51.7, 30.3, 24.2. m/z (+EI) calc. for C13Hl605 (M)+ 252.2 found 253.1 (pVI]+H)+
References:
WO2017/98257,2017,A1 Location in patent:Page/Page column 56
