Benzyl Chloride → HCID 178518539, compound

HRID 477751Notes

Reaction equation

HRID 477751 reaction equation
[OH:1][C:2]1[N:6]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[N:5]=[C:4]([SH:13])[N:3]=1.[OH-].[Na+].[CH2:16](Cl)[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>C(O)C>[CH2:16]([S:13][C:4]1[N:3]=[C:2]([OH:1])[N:6]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[N:5]=1)[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

Participants

5

Reactant 3

HCID 7503Benzyl ChlorideHCID 14798Sodium HydroxideHCID 178518561HCID 178518561, compound

Product 1

HCID 178518539HCID 178518539, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

The product of stage (b) (20 g), ethanol (300 ml) and sodium hydroxide (5 g) were stirred together for 10 minutes. Benzyl chloride (12.3 ml) was added, and the mixture was heated under reflux with stirring for 24 hours. The solvent was removed in vacuo, and the residue was treated with water. The pH was adjusted to 1.0 with concentrated hydrochloric acid, and the solid was filtered, washed with water and recrystallises from ethanol to give 21.75 g of the desired product.

Workup

  1. temperaturethe mixture was heated
  2. temperatureunder reflux
  3. customThe solvent was removed in vacuo
  4. additionthe residue was treated with water
  5. filtrationthe solid was filtered
  6. washwashed with water
  7. customrecrystallises from ethanol

Sources & evidence

ORD record
ord-3ba18fe8c49b47ea9f185b039f8eb8f6
Source dataset
uspto-grants-1989_12
Patent number
US04889553

Reaction notes

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