1-(1,3-Dioxaindan-4-yl)ethan-1-one → HCID 14338527, compound

HRID 2216288Notes

Reaction equation

HRID 2216288 reaction equation
[C:1]([C:4]1[C:12]2[O:11][CH2:10][O:9][C:8]=2[CH:7]=[CH:6][CH:5]=1)(=[O:3])[CH3:2].[CH3:13][Mg]Cl>C1COCC1>[O:9]1[C:8]2[CH:7]=[CH:6][CH:5]=[C:4]([C:1]([CH3:13])([OH:3])[CH3:2])[C:12]=2[O:11][CH2:10]1

Participants

4

Reactant 2

HCID 137310061-(1,3-Dioxaindan-4-yl)ethan-1-oneHCID 178418332HCID 178418332, compound

Product 1

HCID 14338527HCID 14338527, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

25.5 g of 4-acetylbenzo[1,3]dioxole is mixed with 57.2 ml of methylmagnesium chloride solution (3M in THF) in 375 ml of THF at room temperature under argon. It is stirred for 16 hours at room temperature and added to ice/2H hydrochloric acid. It is extracted with ethyl acetate, and the organic phase is washed with water and brine, and it is dried (Na2SO4). 27.89 g of 1-[benzo(1,3)dioxol-4-yl]-1-methylethanol is obtained as a brown oil

Workup

  1. extractionIt is extracted with ethyl acetate
  2. washthe organic phase is washed with water and brine, and it
  3. dry with materialis dried (Na2SO4)

Sources & evidence

ORD record
ord-5719300662f34ffeb76d259693d2c271
Source dataset
uspto-grants-2006_09
Patent number
US07112584B2

Reaction notes

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