Ethyl bromoacetate → HCID 427174, compound

HRID 1991075Notes

Reaction equation

HRID 1991075 reaction equation
[F:1][C:2]1[CH:9]=[CH:8][C:5]([CH2:6][NH2:7])=[CH:4][CH:3]=1.[CH2:10]([O:12][C:13](=[O:16])[CH2:14]Br)[CH3:11]>C1COCC1>[CH2:10]([O:12][C:13](=[O:16])[CH2:14][NH:7][CH2:6][C:5]1[CH:8]=[CH:9][C:2]([F:1])=[CH:3][CH:4]=1)[CH3:11]

Participants

4

Reactant 2

HCID 7748Ethyl bromoacetateHCID 673264-Fluorobenzylamine

Product 1

HCID 427174HCID 427174, compoundYield 98%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Conditions

Temperature
0 °C

Procedure

4-Fluorobenzylamine (13.86 g, 110 mmol) was dissolved in 25 ml THF and the solution was cooled to 0° C. Bromo-acetic acid ethyl ester (8.35 g, 50 mmol) dissolved in 25 ml THF was added dropwise at 0° C. After stirring for 2 hours at room temperature the solid was filtered off and the fitrate was evaporated. The title compound was purified by chromatography (SiO2, c-hexane/ethyl acetate, 2/1) and was isolated as yellow oil (10.35 g, 98%).

Workup

  1. additionwas added dropwise at 0° C
  2. filtrationwas filtered off
  3. customthe fitrate was evaporated
  4. customThe title compound was purified by chromatography (SiO2, c-hexane/ethyl acetate, 2/1)

Sources & evidence

ORD record
ord-e968c60461ea4a69b5cc270da0a92d3e
Source dataset
uspto-grants-2010_01
Patent number
US07645760B2

Reaction notes

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