1-(Bromomethyl)-3,5-di-tert-butylbenzene → HCID 22218286, compound

HRID 1166686Notes

Reaction equation

HRID 1166686 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.[C:18]([C:22]1[CH:23]=[C:24]([CH:27]=[C:28]([C:30]([CH3:33])([CH3:32])[CH3:31])[CH:29]=1)[CH2:25]Br)([CH3:21])([CH3:20])[CH3:19]>>[Br:1][C:2]1[CH:11]=[C:10]2[C:5](=[CH:4][C:3]=1[O:17][CH2:25][C:24]1[CH:23]=[C:22]([C:18]([CH3:20])([CH3:19])[CH3:21])[CH:29]=[C:28]([C:30]([CH3:33])([CH3:32])[CH3:31])[CH:27]=1)[C:6]([CH3:15])([CH3:16])[CH2:7][CH:8]=[C:9]2[CH:12]([CH3:13])[CH3:14]

Participants

3

Reactant 2

HCID 44475071-(Bromomethyl)-3,5-di-tert-butylbenzeneHCID 22218215HCID 22218215, compound2×

Product 1

HCID 22218286HCID 22218286, compoundYield 72%

Procedure

Following General Procedure O, 3-bromo-5-isopropyl-8,8-dimethyl-7,8-dihydronaphthalen-2-ol (Compound 97, 0.14 g, 0.48 mmol) was reacted with 3,5-di-t-butylbenzylbromide to afford 0.074 g (72%) of the title compound as a yellow solid. PNMR (300 MHz, CDCl3) δ 1.20 (m, 12H), 1.37 (s, 18H), 2.15 (d, 2H, J=4.8 Hz), 2.85 (m, 1H), 5.20 (s, 2H), 5.72 (m, 3H), 6.95 (s, 1H), 7.40 (m, 3H), 7.55 (s, 1H).

Sources & evidence

ORD record
ord-d24823c54dd44b5fb4f6c346fd330200
Source dataset
uspto-grants-2003_09
Patent number
US06613917B1

Reaction notes

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