Benzyl Bromide → HCID 15381205, compound

HRID 1740502Notes

Reaction equation

HRID 1740502 reaction equation
[OH:1][C:2]1[CH:3]=[CH:4][C:5]2[C:9]([NH:10][C:11](=[O:15])[O:12][CH2:13][CH3:14])=[CH:8][S:7][C:6]=2[CH:16]=1.[CH2:17](Br)[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1.C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[C:18]1([CH2:17][O:1][C:2]2[CH:3]=[CH:4][C:5]3[C:9]([NH:10][C:11](=[O:15])[O:12][CH2:13][CH3:14])=[CH:8][S:7][C:6]=3[CH:16]=2)[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1

Participants

5

Reactant 3

HCID 7498Benzyl BromideHCID 11430Potassium CarbonateHCID 15381204HCID 15381204, compound

Product 1

HCID 15381205HCID 15381205, compoundYield 83.6%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A mixture comprising 2 g (8.4 mmol) of ethyl (6-hydroxybenzo[b]thien-3-yl)carbamate, 2.16 g (12.6 mmol) of benzyl bromide and 2.3 g (16.8 mmol) of potassium carbonate in 30 ml of acetonitrile is heated at reflux for 11 hours. The mixture is filtered, the solvent is evaporated under reduced pressure and the residue is triturated in petroleum ether. 2.3 g of product are obtained.

Workup

  1. temperatureat reflux for 11 hours
  2. filtrationThe mixture is filtered
  3. customthe solvent is evaporated under reduced pressure
  4. customthe residue is triturated in petroleum ether

Sources & evidence

ORD record
ord-ba425ad98c644640bc2d27fe516da22c
Source dataset
uspto-grants-1999_10
Patent number
US05969146

Reaction notes

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