2,3-Dimethylnaphthalene → HCID 21393770, compound

HRID 461443Notes

Reaction equation

HRID 461443 reaction equation
[Cl:1]N1C(=O)CCC1=O.[CH3:9][C:10]1[C:19]([CH3:20])=[CH:18][C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[CH:11]=1>C(O)(=O)C>[Cl:1][C:18]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[CH:11]=[C:10]([CH3:9])[C:19]=1[CH3:20]

Participants

4

Reactant 2

HCID 113862,3-DimethylnaphthaleneHCID 31398Chlorosuccinimide

Product 1

HCID 21393770HCID 21393770, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent2×

Procedure

N-Chlorosuccinimide (14 g) in glacial acetic acid (150 ml) was added to 2,3-dimethylnaphthalene (15.6 g) in refluxing glacial acetic acid (150 ml) over 30 min. The solution was evaporated to dryness and the residue was washed with ether (3 × 100 ml) and insoluble material discarded. The ether washings were evaporated and the residue recrystallised from ethanol to give 1-chloro-2,3-dimethylnaphthalene (1) m.p. 55°.

Workup

  1. customThe solution was evaporated to dryness
  2. washthe residue was washed with ether (3 × 100 ml) and insoluble material
  3. customThe ether washings were evaporated
  4. customthe residue recrystallised from ethanol

Sources & evidence

ORD record
ord-60f6ce8f8be245f8a91ecc34c4fa5b31
Source dataset
uspto-grants-1977_12
Patent number
US04062955

Reaction notes

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