Diethyl Ether → HCID 19042879, compound

HRID 1683288Notes

Reaction equation

HRID 1683288 reaction equation
[Cl:1][C:2]1[C:7]([O:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[CH:6][CH:5]=[CH:4][C:3]=1[C:15]1[O:16][CH2:17][C:18]([CH3:21])([CH3:20])[N:19]=1.C[I:23].[CH3:24]COCC>[N+](C)([O-])=O>[I-:23].[Cl:1][C:2]1[C:7]([O:8][C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=2)=[CH:6][CH:5]=[CH:4][C:3]=1[C:15]1[O:16][CH2:17][C:18]([CH3:21])([CH3:20])[N+:19]=1[CH3:24]

Participants

5

Reactant 3

HCID 3283Diethyl EtherHCID 6328Methyl iodideHCID 19042875HCID 19042875, compound

Product 1

HCID 19042879HCID 19042879, compound

Reagents, catalysts & solvents 1

HCID 6375NitromethaneSolvent

Procedure

2-(2-Chloro-3-phenoxyphenyl)-4,4-dimethyl-4,5-dihydrooxazole (2.80 g, 9.28 mmol) was heated with methyl iodide (1.8 mL) in nitromethane (4.0 mL) for 24 hr, (bath temp ca 70° C.). The brown solution was allowed to cool and Et2O was added until a slight cloudiness was observed. Crystallization commenced almost immediately and the mixture was allowed to stand in the freezer overnight. Large off-white crystals of the product: 2-(2-chloro-3-phenoxyphenyl)-3,4,4-trimethyl-4,5-dihydrooxazolium iodide were obtained. 3.51 g, (85%).

Workup

  1. custom(bath temp ca 70° C.)
  2. temperatureto cool
  3. customCrystallization
  4. customto stand in the freezer overnight

Sources & evidence

ORD record
ord-288091ec8b094c49bbcc9b56c247a2a6
Source dataset
uspto-grants-1997_06
Patent number
US05637593

Reaction notes

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