Water → HCID 178474079, compound

HRID 1358056Notes

Reaction equation

HRID 1358056 reaction equation
[C:1]([Li])([CH3:4])([CH3:3])[CH3:2].[C-:6]1([CH2:11][C:12]([NH2:14])=[O:13])[CH:10]=[CH:9][CH:8]=[CH:7]1.[CH-:15]1[CH:19]=[CH:18][CH:17]=[CH:16]1.[Fe+2:20].[CH:21]1([Si:27](C)(C)Cl)[CH2:26]CC[CH2:23][CH2:22]1.O>C1COCC1>[CH3:2][C:1]1([CH3:4])[CH2:23][CH2:22][CH:21]([SiH2:27][C-:6]2[CH:7]=[CH:8][CH:9]=[CH:10]2)[CH2:26][CH2:3]1.[C-:15]1([NH:14][C:12](=[O:13])[CH3:11])[CH:19]=[CH:18][CH:17]=[CH:16]1.[Fe+2:20]

Participants

6

Reactant 4

HCID 962WaterHCID 564559Chlorocyclohexyldimethylsilane2×HCID 129665251HCID 129665251, compoundHCID 178418306HCID 178418306, compound

Product 1

HCID 178474079HCID 178474079, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

15.5 ml (25.2 mmol) of t-butyllithium are added dropwise at −80° C. to a solution of 2 g (8.4 mmol) of monoferrocenylacetamide in 40 ml of THF. The mixture is subsequently warmed slowly to room temperature. After stirring for one hour at room temperqture, an excess of cyclohexyldimethylchlorosilane is added [5 ml (23 mmol) of cyclohexyldimethylchlorosilane]. The mixture is poured into 100 ml of water and extracted a number of times with ether, and the combined ether phases are washed with water. Purification is carried out by means of column chromatography (eluant CH2Cl2; Al2O3).

Workup

  1. extractionextracted a number of times with ether
  2. washthe combined ether phases are washed with water
  3. customPurification

Sources & evidence

ORD record
ord-72bf954c10fa403bb515be047668d78d
Source dataset
uspto-grants-2003_07
Patent number
US06593437B1

Reaction notes

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