Triethylsilane → HCID 71433038, compound

HRID 1487120Notes

Reaction equation

HRID 1487120 reaction equation
C[NH:2][C:3](=[O:15])[CH:4]=[CH:5][C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([N+:12]([O-])=O)[CH:7]=1.[CH2:16]([SiH](CC)CC)C>CO.[Pd]>[NH2:12][C:8]1[CH:7]=[C:6]([CH2:5][CH:4]([CH3:16])[C:3]([NH2:2])=[O:15])[CH:11]=[CH:10][CH:9]=1

Participants

5

Reactant 2

HCID 12052TriethylsilaneHCID 3259112HCID 3259112, compound

Product 1

HCID 71433038HCID 71433038, compoundYield 72.3%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a stirred solution of N-methyl-3-(3-nitrophenyl)acrylamide (4 g, 19.40 mmol) and Pd—C (10%, 200 mg) in MeOH (30.0 ml) was added triethylsilane (31 ml, 194 mmol) dropwise at room temperature over a period of 1 hr. Reaction progress was monitored by TLC. After completion of reaction, reaction mixture was filtered through celite bed. The filtrate was concentrated under vacuum to give the title compound (2.5 gm).

Workup

  1. customReaction progress
  2. customAfter completion of reaction, reaction mixture
  3. filtrationwas filtered through celite bed
  4. concentrationThe filtrate was concentrated under vacuum

Sources & evidence

ORD record
ord-08adc37345e14cf0aaf21db4fefda1a4
Source dataset
uspto-grants-2016_08
Patent number
US09428499B2

Reaction notes

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