beta-Methylbenzenebutanoic acid → 3-Methyl-1,2,3,4-tetrahydronaphthalen-1-one

HRID 514118Notes

Reaction equation

HRID 514118 reaction equation
Br[C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[C:8](=[O:12])[CH2:7][CH:6]([CH3:13])[CH2:5]2.CC(CC1C=CC=CC=1)CC(O)=O>>[CH3:13][CH:6]1[CH2:5][C:4]2[C:9](=[CH:10][CH:11]=[CH:2][CH:3]=2)[C:8](=[O:12])[CH2:7]1

Participants

3

Reactant 2

HCID 23739beta-Methylbenzenebutanoic acidHCID 671262086-bromo-3-methyl-3,4-dihydronaphthalen-1(2H)-one

Product 1

HCID 857903-Methyl-1,2,3,4-tetrahydronaphthalen-1-one

Procedure

3-Methyl-3,4-dihydronaphthalen-1(2H)-one was prepared in a similar manner as 6-bromo-3-methyl-3,4-dihydronaphthalen-1(2H)-one of Example 48, except using 3-methyl-4-phenylbutanoic acid. 1H NMR (400 MHz, CDCl3) δ 8.02 (d, J=7.9 Hz, 1H), 7.47 (dd, J=7.4, 7.4 Hz, 1H), 7.31 (dd, J=7.4, 7.4 Hz, 1H), 7.24 (d, J=7.4 Hz, 1H), 3.01-2.95 (m, 1H), 2.76-2.66 (m, 2H), 2.37-2.27 (m, 2H), 1.15 (d, J=7.2 Hz, 3H).

Sources & evidence

ORD record
ord-5303f940a0c640a9a49c03fdc125ec22
Source dataset
uspto-grants-2015_08
Patent number
US09102614B2

Reaction notes

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