N-bromobutanimide → HCID 20535634, compound

HRID 1156228Notes

Reaction equation

HRID 1156228 reaction equation
[OH:1][CH:2]([CH3:24])[CH2:3][O:4][C:5]1[C:10]2[C:11](=[O:20])[CH2:12][CH:13]([C:15]([O:17][CH2:18][CH3:19])=[O:16])[O:14][C:9]=2[C:8]([CH2:21][CH2:22][CH3:23])=[CH:7][CH:6]=1.BrN1C(=O)CCC1=O>C(Cl)(Cl)(Cl)Cl>[OH:1][CH:2]([CH3:24])[CH2:3][O:4][C:5]1[C:10]2[C:11](=[O:20])[CH:12]=[C:13]([C:15]([O:17][CH2:18][CH3:19])=[O:16])[O:14][C:9]=2[C:8]([CH2:21][CH2:22][CH3:23])=[CH:7][CH:6]=1

Participants

4

Reactant 2

HCID 67184N-bromobutanimideHCID 20535638HCID 20535638, compound

Product 1

HCID 20535634HCID 20535634, compound

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

A mixture of ethyl 2,3-dihydro-5-(2-hydroxypropoxy)-4-oxo-8-propyl-4H-1-benzopyran-2-carboxylate and N-bromosuccinimide (1.1 g) was heated at reflux in carbon tetrachloride (100 ml) for 6 hours. The solution was cooled, washed with water, dried and evaporated. The solid residue was crystallised from ethanol giving ethyl 5-(2-hydroxypropoxy)-4-oxo-8-propyl-4H-1-benzopyran-2-carboxylate identical in all respects with authentic material.

Workup

  1. temperaturewas heated
  2. temperatureThe solution was cooled
  3. washwashed with water
  4. customdried
  5. customevaporated
  6. customThe solid residue was crystallised from ethanol

Sources & evidence

ORD record
ord-aa45da461cd74e6a913d4fe5e0d27ed8
Source dataset
uspto-grants-1982_06
Patent number
US04335048

Reaction notes

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