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

HRID 2226718Notes

Reaction equation

HRID 2226718 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 21), but using instead trimethylsilyl (3-tert-butyl) phenylethyne (Compound 27) and aqueous KOH in methanol, the title compound was synthesized as a colorless oil. PMR (CDCl3): δ1.29 (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, 1.5 Hz), 7.53 (1H, t, J~1.5 Hz).

Sources & evidence

ORD record
ord-6d7330d3d0274d0283fae66d75d03474
Source dataset
uspto-grants-1994_09
Patent number
US05349105

Reaction notes

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