Allyl bromide → HCID 21403446, compound

HRID 973056Notes

Reaction equation

HRID 973056 reaction equation
[CH2:1]([O:3][C:4](=[O:8])[CH2:5][NH:6][CH3:7])[CH3:2].C(N(CC)CC)C.[CH2:16](Br)[CH:17]=[CH2:18]>C1C=CC=CC=1>[CH2:1]([O:3][C:4](=[O:8])[CH2:5][N:6]([CH2:18][CH:17]=[CH2:16])[CH3:7])[CH3:2]

Participants

5

Reactant 3

HCID 7841Allyl bromideHCID 8471TriethylamineHCID 95849Glycine, N-methyl-, ethyl ester

Product 1

HCID 21403446HCID 21403446, compoundYield 88.5%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

Into a 100 ml four-necked flask there were placed 11.7 g of sarcosine ethyl ester, 15 g of triethylamine and 50 ml of benzene, and 12.1 g of allyl bromide was gradually added dropwise thereto at room temperature with thorough stirring. The reaction solution was then heated and refluxed for 3 hours. After cooling, the deposited triethylamine hydrobromide was removed by filtration and the benzene removed under reduced pressure. The residue obtained was distilled under reduced pressure to obtain 13.9 g of the objective N-allylsarcosine ethyl ester (b.p.110 116° - 118° C, nD27.0 1.4308).

Workup

  1. customInto a 100 ml four-necked flask there were placed
  2. customat room temperature
  3. temperatureThe reaction solution was then heated
  4. temperaturerefluxed for 3 hours
  5. temperatureAfter cooling
  6. customthe deposited triethylamine hydrobromide was removed by filtration
  7. customthe benzene removed under reduced pressure
  8. customThe residue obtained
  9. distillationwas distilled under reduced pressure

Sources & evidence

ORD record
ord-ad714d55b26c479b94f4881ea6208ce5
Source dataset
uspto-grants-1977_10
Patent number
US04054668

Reaction notes

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