Methyl iodide → HCID 57135386, compound

HRID 1733277Notes

Reaction equation

HRID 1733277 reaction equation
[Mg].[CH3:2]I.[C:4]([C:8]1[CH:19]=[CH:18][C:11]([C:12]([CH3:17])=[C:13]([CH3:16])[CH:14]=[O:15])=[CH:10][CH:9]=1)([CH3:7])([CH3:6])[CH3:5].[Cl-].[NH4+]>CCOCC.O>[C:4]([C:8]1[CH:9]=[CH:10][C:11]([C:12]([CH3:17])=[C:13]([CH3:16])[CH:14]([OH:15])[CH3:2])=[CH:18][CH:19]=1)([CH3:7])([CH3:5])[CH3:6]

Participants

7

Reactant 4

HCID 6328Methyl iodideHCID 25517Ammonium ChlorideHCID 5462224MagnesiumHCID 57104178HCID 57104178, compound

Product 1

HCID 57135386HCID 57135386, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 3283Diethyl EtherSolvent2×

Procedure

A Grignard solution is prepared in the usual manner from 10.7 g of magnesium in 30 ml of absolute ether and 68.8 g of methyl iodide in 100 ml of absolute ether. To this solution are added dropwise at 20°-25° C. over a period of 15-20 minutes 56.1 g of p-tert.butyl-α,β-dimethyl-cinnamaldehyde. After cooling to room temperature, the mixture is cautiously poured on to 200 g of ice and 150 g of technical ammonium chloride in 500 ml of water are added. The organic phase is separated, washed with water and sodium bicarbonate solution, dried over sodium sulphate and concentrated. By distillation there is obtained pure 3-(p-tert.butyl-phenyl)-1,2,3-trimethyl-allyl alcohol of boiling point 143°-148° C./0.001 Torr.

Workup

  1. additionare added
  2. customThe organic phase is separated
  3. washwashed with water and sodium bicarbonate solution
  4. dry with materialdried over sodium sulphate
  5. concentrationconcentrated
  6. distillationBy distillation there

Sources & evidence

ORD record
ord-65e64067ff8c4ab3a13ce832af7b440c
Source dataset
uspto-grants-1980_12
Patent number
US04241058

Reaction notes

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