Aluminum(III) Chloride → HCID 23364305, compound

HRID 865677Notes

Reaction equation

HRID 865677 reaction equation
[Cl-].[Al+3].[Cl-].[Cl-].[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH3:11][C:12]1[O:13][C:14]2[CH:30]=[CH:29][CH:28]=[CH:27][C:15]=2[C:16]=1[C:17](=O)[C:18]1[CH:23]=[CH:22][C:21]([O:24][CH3:25])=[CH:20][CH:19]=1>CCOCC>[CH3:11][C:12]1[O:13][C:14]2[CH:30]=[CH:29][CH:28]=[CH:27][C:15]=2[C:16]=1[CH2:17][C:18]1[CH:23]=[CH:22][C:21]([O:24][CH3:25])=[CH:20][CH:19]=1

Participants

5

Reactant 3

HCID 6451240Aluminum(III) ChlorideHCID 11043703(4-methoxyphenyl)-(2-methyl-1-benzofuran-3-yl)methanoneHCID 21226445Aluminium lithium hydride

Product 1

HCID 23364305HCID 23364305, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent3×

Procedure

Aluminiumchloride, 1.75 g (13.16 mmol), in 5 ml ether was added to a suspension of lithiumaluminiumhydride, 0.25 g (6.58 mmol), in 3 ml ether during 20 min. 2-methyl-3-(4-methoxybenzoyl)benzofuran, 1.0 g (3.76 mmol), in 10 ml ether was added during 30 min, and the mixture then heated for 45 min. Excess of the reagent was destroyed by adding 0.35 ml H2O, 0.35 ml 1M NaOH and 3 ml H2O to the mixture. Ether, 200 ml, was added, and the organic layer was extracted with 2×100 ml H2O, 2×100 ml 1M sulphuric acid, 100 ml H2O and dried (MgSO4), evaporating gave 0.95 g of 2-methyl-3-(4-methoxybenzyl)benzofuran which was purified on silica.

Workup

  1. temperaturethe mixture then heated for 45 min
  2. customExcess of the reagent was destroyed
  3. additionby adding 0.35 ml H2O, 0.35 ml 1M NaOH and 3 ml H2O to the mixture
  4. additionEther, 200 ml, was added
  5. extractionthe organic layer was extracted with 2×100 ml H2O, 2×100 ml 1M sulphuric acid, 100 ml H2O
  6. dry with materialdried (MgSO4)
  7. customevaporating

Sources & evidence

ORD record
ord-28770ee9c8f140a79e2ebe7d00c414fa
Source dataset
uspto-grants-1996_10
Patent number
US05567728

Reaction notes

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