Triethylamine → HCID 21448606, compound

HRID 596871Notes

Reaction equation

HRID 596871 reaction equation
Cl[C:2]([C:4]([CH2:11][CH3:12])([CH2:9][CH3:10])[C:5]([O:7][CH3:8])=[O:6])=[O:3].C(N(CC)CC)C.[CH3:20][O:21][C:22](=[O:27])[CH2:23][CH2:24][NH:25][CH3:26]>CCOCC>[CH2:9]([C:4]([CH2:11][CH3:12])([C:2](=[O:3])[N:25]([CH3:26])[CH2:24][CH2:23][C:22]([O:21][CH3:20])=[O:27])[C:5]([O:7][CH3:8])=[O:6])[CH3:10]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 12414198Methyl N-methyl-beta-alaninateHCID 21448656HCID 21448656, compound

Product 1

HCID 21448606HCID 21448606, compoundYield 93%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Conditions

Temperature
-10 °C

Procedure

To a solution of 19.2 g of methyl 2-chloroformyl-2-ethyl-butyrate and 20 g of triethylamine in 100 ml of dry ether, which is mechanically stirred and cooled at -10° C, there is added dropwise 12.8 g of N-methyl-β-alanine methyl ester dissolved in 50 ml of dry ether. After the addition, which takes 30 minutes, the mixture is stirred during 18 hours at room temperature. After filtration of the separated triethylamine hydrochloride, the solvent is evaporated leaving the desired product as an oil, boiling at 118° C (0.2 mm). Yield 93%. nD19 1.4646.

Workup

  1. additionAfter the addition, which
  2. filtrationAfter filtration of the separated triethylamine hydrochloride
  3. customthe solvent is evaporated

Sources & evidence

ORD record
ord-9b25783c665246b386d839daaff9011c
Source dataset
uspto-grants-1977_03
Patent number
US04012392

Reaction notes

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