HCID 18673230, compound → HCID 54277997, compound

HRID 1736951Notes

Reaction equation

HRID 1736951 reaction equation
[C:1]([NH:5][Si:6](Cl)([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)([CH3:4])([CH3:3])[CH3:2].[CH3:20][C:21]([CH:23]=[C:24]([CH3:26])[CH3:25])=[CH-:22].[K+]>C1COCC1>[C:1]([NH:5][Si:6]([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)[CH2:25][C:24]([CH3:26])=[CH:23][C:21]([CH3:22])=[CH2:20])([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 18673230HCID 18673230, compoundHCID 22924518HCID 22924518, compound

Product 1

HCID 54277997HCID 54277997, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 0.3238 g (1.12 mmol) of (N-t-butylamino)(chloro)diphenylsilane in 50 mL of THF was added 1.500 g (1.12 mmol) of potassium 2,4-dimethylpentadienide. The reaction mixture was stirred overnight. The solvent was removed, the residue was extracted with pentane and filtered. The pentane was removed in vacuo to give the product as a pale yellow oil. The yield was 0.3633 g 93.0%. 1H NMR (C6D6) δ 7.79 (m, 4H), 7.22 (m, 6H), 5.65 (s, 1H), 5.08 (s, 1H), 4.98 (s, 1H), 2.44 (s, 2H), 1.84 (s, 3H), 1.57 (s, 3H), 1.30 (s, 1H), 1.09(s, 9H), (s, 6H). 13C NMR(C6D6)δ 142.7, 138.5, 136.0, 135.8, 129.6, 128.0, 126.5, 113.7, 50.2, 33.9, 27.9, 25.1, 24.5

Workup

  1. customThe solvent was removed
  2. extractionthe residue was extracted with pentane
  3. filtrationfiltered
  4. customThe pentane was removed in vacuo

Sources & evidence

ORD record
ord-5a794102df3d4e2ca0f63147c58e59ef
Source dataset
uspto-grants-1996_07
Patent number
US05541349

Reaction notes

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