Dodecanoyl chloride → HCID 131718374, compound

HRID 488205Notes

Reaction equation

HRID 488205 reaction equation
[C:1](Cl)(=[O:13])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12].NC[C:17]1[CH:18]=[C:19]([Si:22]([CH2:27][CH3:28])([CH2:25][CH3:26])[CH2:23][CH3:24])[O:20][CH:21]=1.[CH2:29]([N:31](CC)CC)C>O1CCCC1>[C:1]([NH:31][CH2:29][C:18]1[CH:17]=[CH:21][O:20][C:19]=1[Si:22]([CH2:23][CH3:24])([CH2:25][CH3:26])[CH2:27][CH3:28])(=[O:13])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12]

Participants

5

Reactant 3

HCID 8166Dodecanoyl chlorideHCID 8471TriethylamineHCID 150370494-Aminomethyl-2-triethylsilylfuran2×

Product 1

HCID 131718374HCID 131718374, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Dodecanoyl chloride (109 mg, 0.49 mmol) was added to a solution of 4-aminomethyl-2-triethylsilylfuran (Compound 2, 70 mg, 0.33 mmol) and triethylamine (69 microliter, 0.49 mmol) in tetrahydrofuran (3 ml) at room temperature. After stirring at room temperature overnight (ca. 15 hours), most of the solvent was evaporated and the residue was purified by chromatography on preparative silica thin layer plates (developed with 50% ethyl ether/hexane) to give the title amide as a colorless oil.

Workup

  1. custommost of the solvent was evaporated
  2. customthe residue was purified by chromatography on preparative silica thin layer plates (developed with 50% ethyl ether/hexane)

Sources & evidence

ORD record
ord-13ae9ee1bc2c4129a9c2ab2514fad63b
Source dataset
uspto-grants-1994_03
Patent number
US05298633

Reaction notes

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