Potassium Hydroxide → 1-(tert-Butyl)-3-ethynylbenzene

HRID 257989Notes

Reaction equation

HRID 257989 reaction equation
C(C1C=CC(C#C)=CC=1)(C)(C)C.C[Si]([C:17]#[C:18][C:19]1[CH:24]=[CH:23][CH:22]=[C:21]([C:25]([CH3:28])([CH3:27])[CH3:26])[CH:20]=1)(C)C.[OH-].[K+]>CO>[C:25]([C:21]1[CH:20]=[C:19]([C:18]#[CH:17])[CH:24]=[CH:23][CH:22]=1)([CH3:28])([CH3:27])[CH3:26]

Participants

5

Reactant 3

HCID 14797Potassium HydroxideHCID 27573024-tert-ButylphenylacetyleneHCID 14989665(3-tert-Butyl-phenylethynyl)-trimethyl-silane2×

Product 1

HCID 149896671-(tert-Butyl)-3-ethynylbenzene

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Using the same general procedure as described for Compound 19), but using instead trimethylsilyl (3-tert-butyl) phenylethyne (Compound 25) and aqueous KOH in methanol, the title compound was synthesized as a colorless oil. PMR (CDCl3): & 1.29 (9H s) 3.03 (1H s), 7.22 (1H, t J~7.5 Hz), 7.30 (1H, dt, J~7.5 Hz, 1.5 Hz), 7.36 (1H, dt, J~7.5 Hz, 1.5Hz), 7.53 (1H, t, J~1.5 Hz).

Sources & evidence

ORD record
ord-e6dce489ee844036ab61dd3d9a3e2da5
Source dataset
uspto-grants-1993_11
Patent number
US05264456

Reaction notes

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