ChemicalBook CAS DataBase List 5-Methylhexanal

5-Methylhexanal synthesis

11synthesis methods

Product Name:5-Methylhexanal
CAS Number:1860-39-5
Molecular formula:C7H14O
Molecular Weight:114.19

Ethanamine, N-[(3,5-dichlorophenyl)methylene]-2,2-diethoxy-

1000210-73-0
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1860-39-5
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Yield: 84%

Reaction Conditions:

with diisobutylaluminium hydride in dichloromethane;cyclohexane at -78; for 3 h;Inert atmosphere;

Steps:

5-Methylhexanal 3
Weinreb amide 2 (1.65 g, 9.53 mmol, 1.0 eq) in DCM (30 mL) was treated dropwise with DIBAL-H (16 mL, 17 mmol, 2.3 eq, 1.1 M in cyclohexane) at -78 °C. After 3 h aqueous HCl (20 mL, 2 M) was added and the mixture was stirred for 2 h at room temperature.The organic layer was washed with saturated aqueous NaHCO3, dried(MgSO4) and filtered through a silica pad. The solvent was removed in vacuo to give 5-methylhexanal 3 (0.92 g, 8.0 mmol, 84%)

References:

Donges, Jonas;Hofmann, Sandra;Walter, Johannes C.;Reichertz, Julia;Brüggemann, Moritz;Frank, Andrea;Nubbemeyer, Udo [Synthesis,2021,vol. 53,# 15,p. 2632 - 2642] Location in patent:supporting information