Potassium Carbonate → HCID 9927290, compound

HRID 1488929Notes

Reaction equation

HRID 1488929 reaction equation
[C:1]([C:5]1[CH:10]=[C:9]([SH:11])[CH:8]=[C:7]([C:12]([CH3:15])([CH3:14])[CH3:13])[C:6]=1[OH:16])([CH3:4])([CH3:3])[CH3:2].C(=O)([O-])[O-].[K+].[K+].CC(N(C)C)=O.Cl[CH2:30][Si:31]([CH3:34])([CH3:33])[CH3:32]>O>[C:12]([C:7]1[CH:8]=[C:9]([S:11][CH2:30][Si:31]([CH3:34])([CH3:33])[CH3:32])[CH:10]=[C:5]([C:1]([CH3:4])([CH3:3])[CH3:2])[C:6]=1[OH:16])([CH3:15])([CH3:14])[CH3:13]

Participants

6

Reactant 4

HCID 11430Potassium CarbonateHCID 31374DimethylacetamideHCID 703702,6-Di-tert-butyl-4-mercaptophenolHCID 75361Silane, (chloromethyl)trimethyl-

Product 1

HCID 9927290HCID 9927290, compoundYield 34%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Mix 2,6-di-t-butyl-4-mercaptophenol (2.4 g, 10 mmol), potassium carbonate (1.4 g, 10 mmol), and dimethylacetamide (50 mL) and stir at room temperature under argon atmosphere. Add chloromethyltrimethylsilane (1.3 g, 10 mmol) and stir overnight. Warm on a steam bath for 2 hours, cool, and dilute with water. Extract with ethyl ether, dry, evaporate to a light yellow solid (2.8 g) and recrystallize (CH3CN) to give 1.1 g (34%) of the title compound; mp 100°-101° C.

Workup

  1. temperatureWarm on a steam bath for 2 hours
  2. temperaturecool
  3. extractionExtract with ethyl ether
  4. customdry
  5. customevaporate to a light yellow solid (2.8 g)
  6. customrecrystallize (CH3CN)

Sources & evidence

ORD record
ord-a0c627358dff4c7b984233064f782c61
Source dataset
uspto-grants-1997_10
Patent number
US05677291

Reaction notes

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