Potassium Carbonate → HCID 9927290, compound

HRID 1737189Notes

Reaction equation

HRID 1737189 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-ef83dd1a19a244ef9cb905177d4dfb21
Source dataset
uspto-grants-1999_10
Patent number
US05962435

Reaction notes

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