Benzosuberone → HCID 15751789, compound

HRID 1656357Notes

Reaction equation

HRID 1656357 reaction equation
[CH2:1]1[CH2:12][C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:4](=[O:5])[CH2:3][CH2:2]1.[CH3:13][Mg]Br>CCOCC>[OH:5][C:4]1([CH3:13])[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:11]=2[CH2:12][CH2:1][CH2:2][CH2:3]1

Participants

4

Reactant 2

HCID 70003BenzosuberoneHCID 178418573HCID 178418573, compound

Product 1

HCID 15751789HCID 15751789, compoundYield 93.3%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

Following the procedure of Example 1, step 1, 26.02 g (0.162 mol) of 1-benzosuberone in 250 ml of anhydrous ether was reacted with 68.0 ml (0.204 mol) of 3.0M methyl magnesium bromide in ether to afford 26.65 g (93%) of the title product as a yellow oil. NMR δ(CDCl3) 1.59 (3H, s), 1.77-1.97 (6H, m), 2.83-2.96 (2H, m), 7.06-7.24 (3H, m), 7.67 (1H, d of d, J=7.6 and 1.5 Hz).

Sources & evidence

ORD record
ord-e4f54d521f29411997464bb8e7258346
Source dataset
uspto-grants-1993_10
Patent number
US05254561

Reaction notes

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