Triethylamine → HCID 131729264, compound

HRID 556125Notes

Reaction equation

HRID 556125 reaction equation
[CH2:1]([CH:4]([CH2:15][CH:16]=[CH2:17])[CH2:5][O:6][SiH2:7][C:8]1[CH:14]=[CH:13][C:11]([NH2:12])=[CH:10][CH:9]=1)[CH:2]=[CH2:3].CCN(CC)CC.[C:25](Cl)(=[O:28])[CH:26]=[CH2:27]>ClCCl>[C:25]([NH:12][C:11]1[CH:10]=[CH:9][C:8]([SiH2:7][O:6][CH2:5][CH:4]([CH2:1][CH:2]=[CH2:3])[CH2:15][CH:16]=[CH2:17])=[CH:14][CH:13]=1)(=[O:28])[CH:26]=[CH2:27]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 13140Acryloyl chlorideHCID 131729265HCID 131729265, compound

Product 1

HCID 131729264HCID 131729264, compoundYield 59%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

A solution of 4-(diallylethoxysilyl)aniline (153 mg, 0.62 mmol) and distilled dichloromethane (dist. CH2Cl2: 5 mL) was added with dist. Et3N (86 μL, 0.62 mmol), and then acryloyl chloride (50 μL, 0.62 mmol) was added dropwise slowly at 0° C. The mixture thus obtained was stirred under a nitrogen atmosphere at 0° C. for 8 hours. After that, the solvent in the mixture was distilled without being heated to obtain a residue. Subsequently, the residue thus obtained was separated and purified by PTLC (hexane/EtOAc=2/1) to obtain 1-acryloylamino-4-(diallylethoxysilyl)benzene (110 mg, 59% yield).

Workup

  1. additionwas added with dist
  2. customThe mixture thus obtained
  3. distillationAfter that, the solvent in the mixture was distilled
  4. temperaturewithout being heated
  5. customto obtain a residue
  6. customSubsequently, the residue thus obtained
  7. customwas separated
  8. custompurified by PTLC (hexane/EtOAc=2/1)

Sources & evidence

ORD record
ord-9731fb0eb0f248eda58a1896347cd785
Source dataset
uspto-grants-2011_11
Patent number
US08053588B2

Reaction notes

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