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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1266503Generated: October 31, 2026

Triethylamine → Methyl 2-{[4-(2-tert-butoxy-1,1-dimethyl-2-oxoethoxy)benzyl]amino}butyrate

https://huagongshe.com/reaction/1266503

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantSodium triacetoxyborohydrideHCID 5049666—
ReactantAlpha-aminobutyrateHCID 21889526—
Reactanttert-Butyl 2-(4-formylphenoxy)-2-methylpropanoateHCID 22708193—
Solvent1,1-DichloroethaneHCID 6365—
ProductMethyl 2-{[4-(2-tert-butoxy-1,1-dimethyl-2-oxoethoxy)benzyl]amino}butyrateHCID 2270823189%

Reaction Conditions

Temperature40 °C

Reaction Steps

Similarly to the procedure of Example I-5, 1.20 g (4.54 mmol) of tert-butyl 2-(4-formylphenoxy)-2-methylpropionate (Example I-4) and 0.70 g (4.54 mmol) of methyl DL-2-aminobutyrate are reacted at room temperature with 0.92 g (9.08 mmol) of triethylamine and 1.44 g (6.81 mmol) of sodium triacetoxyborohydride in 10 ml of dichloroethane. A further 0.9 g (4.25 mmol) of sodium triacetoxyborohydride and 0.35 g (2.27 mmol) of methyl DL-2-aminobutyrate are added and the mixture is heated at 40° C. for 3 h, giving 1.47 g (89%) of methyl 2-{[4-(2-tert-butoxy-1,1-dimethyl-2-oxoethoxy)benzyl]amino}butyrate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06548538B2
Source datasetuspto-grants-2003_04
ORD IDord-d5574e14c1cd494eae62a285d8e38d95
Source noteuspto-grants-2003_04