Triethylamine → HCID 21110163, compound

HRID 1766354Notes

Reaction equation

HRID 1766354 reaction equation
Cl.[NH2:2][CH2:3][CH2:4][C:5]([O:7][C:8]([CH3:11])([CH3:10])[CH3:9])=[O:6].C(N(CC)CC)C.Cl[C:20](=[O:27])[CH2:21][C:22]([O:24][CH2:25][CH3:26])=[O:23]>O1CCCC1>[C:8]([O:7][C:5](=[O:6])[CH2:4][CH2:3][NH:2][C:20](=[O:27])[CH2:21][C:22]([O:24][CH2:25][CH3:26])=[O:23])([CH3:11])([CH3:10])[CH3:9]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 118931Ethyl 3-chloro-3-oxopropionateHCID 16218890Tert-butyl 3-aminopropanoate hydrochloride

Product 1

HCID 21110163HCID 21110163, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

10 g (55.05 mmol) tert.-butyl β-alaninate hydrochloride are dissolved in 50 ml tetrahydrofuran, and 11.14 g (110.1 mmol) triethylamine and 5.53 g (36.7 mmol) ethyl 3-chloro-3-oxopropanoate are added at 0° C. The reaction mixture is stirred at room temperature for 18 hours. The solvent is removed in vacuo and the product is isolated by column chromatography (silica, eluent dichloromethane/methanol 100:1→50:1).

Workup

  1. customThe solvent is removed in vacuo
  2. customthe product is isolated by column chromatography (silica, eluent dichloromethane/methanol 100:1→50:1)

Sources & evidence

ORD record
ord-c90f6bca2af049598aa85d1ffdaac48d
Source dataset
uspto-grants-2007_06
Patent number
US07230017B2

Reaction notes

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