Toluene → HCID 15856747, compound

HRID 1510190Notes

Reaction equation

HRID 1510190 reaction equation
C1COCC1.[CH3:6][O:7][C:8]1[CH:13]=[CH:12][C:11]([Mg]Br)=[CH:10][CH:9]=1.Cl[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=1[F:23].C1(C)C=CC=CC=1>CCCCCC>[F:23][C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][C:17]=1[C:11]1[CH:12]=[CH:13][C:8]([O:7][CH3:6])=[CH:9][CH:10]=1

Participants

6

Reactant 4

HCID 1140TolueneHCID 8028TetrahydrofuranHCID 95831-Chloro-2-fluorobenzeneHCID 178491912HCID 178491912, compound

Product 1

HCID 15856747HCID 15856747, compoundYield 68%

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Procedure

Using a THF solution of p-methoxyphenylmagnesium bromide (2.34 mL, 0.64 M, 1.5 mmol) and 1-chloro-2-fluorobenzene (130.6 mg, 1.0 mmol) as starting materials, the reaction was performed at a scale of 1.0 mmol at 60° C. for 24 hours, then at 80° C. for 12 hours in the same manner as in Example 15. After performing silica gel column chromatography (toluene=15, 30 and 50% in hexane), the above compound (0.135 g, yield=68%, purity=>97% (GC analysis)) was obtained as a white solid.

Workup

  1. waitat 80° C. for 12 hours in the same manner as in Example 15
  2. customthe above compound (0.135 g, yield=68%, purity=>97% (GC analysis)) was obtained as a white solid

Sources & evidence

ORD record
ord-aad5eb4c8349476e9ffb71a17c4fb14f
Source dataset
uspto-grants-2012_07
Patent number
US08211820B2

Reaction notes

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