Methyl iodide → HCID 70381861, compound

HRID 1607649Notes

Reaction equation

HRID 1607649 reaction equation
[C:1](#N)C.C1OCCOCCOCCOCCOCCOC1.CI.[OH:24][C:25]1[CH:34]=[C:33]([O:35][CH:36]([CH2:38][CH3:39])[CH3:37])[CH:32]=[C:31]2[C:26]=1[C:27](=[O:42])[CH2:28][C:29]([CH3:41])([CH3:40])[O:30]2>[Na]>[CH3:1][O:24][C:25]1[CH:34]=[C:33]([O:35][CH:36]([CH2:38][CH3:39])[CH3:37])[CH:32]=[C:31]2[C:26]=1[C:27](=[O:42])[CH2:28][C:29]([CH3:40])([CH3:41])[O:30]2

Participants

6

Reactant 4

HCID 6328Methyl iodideHCID 6342AcetonitrileHCID 2855718-Crown-6HCID 131716108HCID 131716108, compound

Product 1

HCID 70381861HCID 70381861, compoundYield 92%

Reagents, catalysts & solvents 1

HCID 5360545SodiumSolvent

Procedure

In 100 ml of acetonitrile 5.6 g (20 millimoles) of the sodium salt of 5-hydroxy-7-sec. butoxy-2,2-dimethyl-4-chromanone are dissolved and stirred in the presence of 0.5 g (2 millimoles) of 18-Crown-6 for 30 minutes. Thereafter 4.25 g (1.9 ml, 30 millimoles) of methyl iodide are added and the reaction mixture is stirred for a further 3 hours. The inorganic salt is filtered off, the solvent removed and the residue suspended in carbon tetrachloride, extracted twice with 30 ml of water each, the organic phase is dried over sodium sulfate and evaporated. Thus 5.1 g of the desired compound are obtained in the form of a light yellow oil, yield 92%.

Workup

  1. filtrationThe inorganic salt is filtered off
  2. customthe solvent removed
  3. extractionextracted twice with 30 ml of water each, the organic phase
  4. dry with materialis dried over sodium sulfate
  5. customevaporated

Sources & evidence

ORD record
ord-74b68e59c12441e782fd6682b321ed95
Source dataset
uspto-grants-1989_09
Patent number
US04866089

Reaction notes

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