Thionyl Chloride → HCID 53763295, compound

HRID 2286531Notes

Reaction equation

HRID 2286531 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]=[C:9]([CH3:12])[CH2:10]O)=[CH:4][CH:3]=1.S(Cl)([Cl:15])=O>C(Cl)Cl>[Cl:15][CH2:10][C:9]([CH3:12])=[CH:8][C:5]1[CH:6]=[CH:7][C:2]([F:1])=[CH:3][CH:4]=1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 54567480HCID 54567480, compound

Product 1

HCID 53763295HCID 53763295, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To a solution of 53.6 g (0.32 mole) of 3-(4-fluorophenyl)-2-methyl-2-propen-1-ol in 100 ml methylene chloride was added dropwise a solution of 57.1 g (0.48 mole) of thionyl chloride in 100 ml methylene chloride. The reaction mixture was stirred at room temperature for 2 hours, then concentrated by rotary evaporation. The product was checked by NMR, then used crude in the reaction with ammonia.

Workup

  1. concentrationconcentrated by rotary evaporation
  2. customin the reaction with ammonia

Sources & evidence

ORD record
ord-d707b81f53964644a088210fb6ca396a
Source dataset
uspto-grants-1981_05
Patent number
US04267190

Reaction notes

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