Diethyl Ether → HCID 86747411, compound

HRID 326883Notes

Reaction equation

HRID 326883 reaction equation
[CH2:1]([NH2:4])[CH2:2][CH3:3].Br[CH:6]([CH3:12])[C:7]([O:9]CC)=[O:8].O(CC)[CH2:14][CH3:15]>>[CH2:14]([N:4]([CH2:1][CH2:2][CH3:3])[C@H:6]([C:7]([OH:9])=[O:8])[CH3:12])[CH3:15]

Participants

4

Reactant 3

HCID 3283Diethyl Ether2×HCID 7852PropylamineHCID 79040Ethyl 2-bromopropionate

Product 1

HCID 86747411HCID 86747411, compoundYield 100%

Procedure

To a stirred solution of 11.8 parts of 1-propanamine in 24.9 parts of 1,1'-oxybis ethane there was added dropwise a solution of 18.1 parts of ethyl 2-bromopropanoate in 24.9 parts of 1,1'-oxybisethane. After stirring for 72 hours at room temperature, the reaction mixture was filtered and the filtrate was rinsed with 1,1'-oxybisethane. The combined 1,1'-oxybisethane layers were evaporated, yielding 15.9 parts (100%) of ethyl N-propylalanine as a residue (interm. 38).

Workup

  1. filtrationthe reaction mixture was filtered
  2. washthe filtrate was rinsed with 1,1'-oxybisethane
  3. customThe combined 1,1'-oxybisethane layers were evaporated

Sources & evidence

ORD record
ord-dcf68d41c2eb4b29ac7937da18144fce
Source dataset
uspto-grants-1993_12
Patent number
US05270464

Reaction notes

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