Hydrochloric Acid → HCID 10961919, compound

HRID 612977Notes

Reaction equation

HRID 612977 reaction equation
[ClH:1].[CH2:2]([N:4]([CH2:35][CH3:36])[Si:5]1(N(CC)CC)[C:9]([Si:10]([CH3:13])([CH3:12])[CH3:11])=[C:8]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[C:7]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)=[C:6]1[Si:26]([CH3:29])([CH3:28])[CH3:27])[CH3:3]>CCOCC>[Cl:1][Si:5]1([N:4]([CH2:35][CH3:36])[CH2:2][CH3:3])[C:9]([Si:10]([CH3:13])([CH3:12])[CH3:11])=[C:8]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[C:7]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)=[C:6]1[Si:26]([CH3:29])([CH3:28])[CH3:27]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 11731037HCID 11731037, compound

Product 1

HCID 10961919HCID 10961919, compoundYield 78%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

Dry hydrogen chloride gas was blown into a 100 ml ether solution of 4.17 g of 1,1-bis(diethylamino)-3,4-diphenyl-2,5-bis(trimethylsilyl)silole at -78° C. for one hour. After distilling ether off, dichloromethane was added, and then 1.3 ml of triethylamine and 1 ml of diethylamine were added in order. After continuing stirring at room temperatures for 20 hours, the solvent was distilled off, and dry hexane was added to remove insoluble matters by filtering. Then, hexane was distilled off from the filtrate to obtain a product. This product was refined by distillation to obtain 3.0 g of 1-chloro-1-diethylamino-3,4-diphenyl-2,5-bis(trimethylsilyl)silole. The yield was 78%.

Workup

  1. distillationAfter distilling ether off, dichloromethane
  2. additionwas added
  3. addition1.3 ml of triethylamine and 1 ml of diethylamine were added in order
  4. distillationthe solvent was distilled off
  5. additiondry hexane was added
  6. customto remove insoluble matters
  7. filtrationby filtering
  8. distillationThen, hexane was distilled off from the filtrate
  9. customto obtain a product
  10. distillationThis product was refined by distillation

Sources & evidence

ORD record
ord-109a69b101ff492bb4533e7b03965598
Source dataset
uspto-grants-1999_12
Patent number
US06005128

Reaction notes

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