Methyl chloroformate → HCID 21442881, compound

HRID 328574Notes

Reaction equation

HRID 328574 reaction equation
[C:1]([C:4]1[CH:13]=[C:12]([Br:14])[C:11]([OH:15])=[C:10]2[C:5]=1[CH:6]=[CH:7][CH:8]=[N:9]2)(=[O:3])[CH3:2].C(N(CC)CC)C.[CH3:23][O:24][C:25](Cl)=[O:26]>O1CCCC1>[C:1]([C:4]1[CH:13]=[C:12]([Br:14])[C:11]([O:15][C:25]([O:24][CH3:23])=[O:26])=[C:10]2[C:5]=1[CH:6]=[CH:7][CH:8]=[N:9]2)(=[O:3])[CH3:2]

Participants

5

Reactant 3

HCID 6586Methyl chloroformateHCID 8471TriethylamineHCID 21442887HCID 21442887, compound

Product 1

HCID 21442881HCID 21442881, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

26.6 g of 5-acetyl-7-bromo-8-hydroxyquinoline are dissolved in 200 ml of tetrahydrofurane, 11 g of triethylamine are added and 9.5 g of chloroformic acid methyl ester, diluted in 50 ml of tetrahydrofurane, are added dropwise, whilst stirring and cooling. When the exothermic reaction has ended, the triethylamine hydrochloride which has separated out is removed by filtration and the clear filtrate is evaporated.

Workup

  1. additionare added dropwise
  2. temperaturecooling
  3. customWhen the exothermic reaction
  4. customthe triethylamine hydrochloride which has separated out
  5. customis removed by filtration
  6. customthe clear filtrate is evaporated

Sources & evidence

ORD record
ord-0698c38b68b540048f9b51083a04fcae
Source dataset
uspto-grants-1977_04
Patent number
US04017627

Reaction notes

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