Potassium Hydroxide → (4,4-Dibutylthiochroman-6-yl)acetylene

HRID 1489378Notes

Reaction equation

HRID 1489378 reaction equation
[OH-].[K+].[CH2:3]([C:7]1([CH2:23][CH2:24][CH2:25][CH3:26])[C:16]2[C:11](=[CH:12][CH:13]=[C:14]([C:17]#[C:18][Si](C)(C)C)[CH:15]=2)[S:10][CH2:9][CH2:8]1)[CH2:4][CH2:5][CH3:6]>O.C(O)C>[CH2:3]([C:7]1([CH2:23][CH2:24][CH2:25][CH3:26])[C:16]2[C:11](=[CH:12][CH:13]=[C:14]([C:17]#[CH:18])[CH:15]=2)[S:10][CH2:9][CH2:8]1)[CH2:4][CH2:5][CH3:6]

Participants

5

Reactant 2

HCID 14797Potassium HydroxideHCID 18321992(4,4-Dibutylthiochroman-6-yl)(trimethylsilyl)acetylene2×

Product 1

HCID 15895302(4,4-Dibutylthiochroman-6-yl)acetylene

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

A solution of 1.41 g (25 mmol) of potassium hydroxide in 1.4 mL of water and 10.0 mL of ethanol was added to 1.44 g (4.00 mmol) of (4,4-dibutylthiochroman-6-yl)(trimethylsilyl)acetylene (Compound 34) and the resulting mixture stirred at room temperature for 16 hours during which time it became homogeneous. The solvent was removed in-vacuo and the residue was acidified with 5% aqueous H2SO4. The product was extracted with 2×50 mL of ether.

Workup

  1. customThe solvent was removed in-vacuo
  2. extractionThe product was extracted with 2×50 mL of ether

Sources & evidence

ORD record
ord-cda2e2de31ae447ab8516ffb17df5e30
Source dataset
uspto-grants-1997_10
Patent number
US05677451

Reaction notes

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