p-Xylyl bromide → HCID 22218252, compound

HRID 1166685Notes

Reaction equation

HRID 1166685 reaction equation
[Br:1][C:2]1[C:3]([OH:17])=[CH:4][C:5]2[C:6]([CH3:16])([CH3:15])[CH2:7][CH:8]=[C:9]([CH:12]([CH3:14])[CH3:13])[C:10]=2[CH:11]=1.[CH3:18][C:19]1[CH:26]=[CH:25][C:22]([CH2:23]Br)=[CH:21][CH:20]=1>>[Br:1][C:2]1[CH:11]=[C:10]2[C:5](=[CH:4][C:3]=1[O:17][CH2:18][C:19]1[CH:26]=[CH:25][C:22]([CH3:23])=[CH:21][CH:20]=1)[C:6]([CH3:15])([CH3:16])[CH2:7][CH:8]=[C:9]2[CH:12]([CH3:13])[CH3:14]

Participants

3

Procedure

Following General Procedure O, 3-bromo-5-isopropyl-8,8-dimethyl-7,8-dihydronaphthalen-2-ol (Compound 97, 0.14 g, 0.49 mmol) was reacted with 4-methylbenzylbromide to afford 0.19 g (1 00%) of the title compound as ayellow oil. PNMR (300 MHz, CDCl3) δ 1.22 (d, 6H, J=4.5 Hz), 1.28 (s, 6H), 2.22 (d, 2H, J=4.7 Hz), 2.45 (s, 3H), 5.22 (s, 2H), 5.78 (t, 1H, J=4.5 Hz), 7.02 (s, 1H), 7.22 (d, 2H, J=8.8 Hz), 7.38 (d, 2H, J=9.3 Hz), 7.60 (s, 1H).

Sources & evidence

ORD record
ord-c95d7f561de744b4a0edea16912c4c1d
Source dataset
uspto-grants-2003_09
Patent number
US06613917B1

Reaction notes

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