Methyl Chloride → HCID 19758102, compound

HRID 1587463Notes

Reaction equation

HRID 1587463 reaction equation
Cl[CH:2]([Cl:9])[C:3]([CH3:8])([CH3:7])[C:4](Cl)=[O:5].C[O:11][P:12]([C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.C[Cl:26]>C1(C)C=CC=CC=1>[C:13]1([P:12](=[O:11])([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[C:4](=[O:5])[C:3]([CH2:2][Cl:9])([CH2:8][Cl:26])[CH3:7])[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

Participants

5

Reactant 3

HCID 6327Methyl ChlorideHCID 77636MethoxydiphenylphosphineHCID 131926203,3-Dichloro-2,2-dimethylpropanoyl chloride

Product 1

HCID 19758102HCID 19758102, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
80 °C

Procedure

3.8 g (0.02 mol) of dichloropivaloyl chloride are introduced into 20 ml of toluene and heated to 80° C. 4.3 g (0.02 mol) of methoxydiphenylphosphine are added dropwise in the course of about 5 minutes to this solution, methyl chloride escaping. After stirring for 1 hour at 80° C., the slightly yellow solution is cooled to room temperature and evaporated in a rotary evaporator. After purification by means of chromatography (solvent: hexane/ethyl acetate 3:1), this gives 1.6 g, i.e. 22.8% of theory, of the abovementioned compound as a yellow resin.

Workup

  1. temperaturethe slightly yellow solution is cooled to room temperature
  2. customevaporated in a rotary evaporator
  3. customAfter purification by means of chromatography (solvent: hexane/ethyl acetate 3:1)

Sources & evidence

ORD record
ord-253beb1853a84573ad8c276541951c8a
Source dataset
uspto-grants-1993_06
Patent number
US05218009

Reaction notes

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