Octanoyl chloride → HCID 18996055, compound

HRID 374862Notes

Reaction equation

HRID 374862 reaction equation
[NH2:1][CH:2]([CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH3:14])[CH2:3][OH:4].C(N([CH2:20][CH3:21])CC)C.[C:22](Cl)(=[O:30])[CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH3:29]>ClCCl>[C:22]([O:4][CH2:3][CH:2]([NH:1][C:3](=[O:4])[CH2:2][CH2:5][CH2:6][CH2:7][CH2:8][CH2:20][CH3:21])[CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH3:14])(=[O:30])[CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH3:29]

Participants

5

Reactant 3

HCID 8124Octanoyl chlorideHCID 8471TriethylamineHCID 35322502-Amino-1-dodecanol

Product 1

HCID 18996055HCID 18996055, compoundYield 168.6%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 2 g of 2-aminododecanol, 3 g of triethylamine in 50 ml of dichloromethane is added 3.5 g of octanoyl chloride. The reaction mixture is stirred overnight and then quenched by pouring into ice. This is extracted with dichloromethane and the organic solution is washed with aqueous bicarbonate solution, water and brine. The organic phase is dried over magnesium sulfate, filtered and concentrated to give 3.8 g of the product.

Workup

  1. customquenched
  2. additionby pouring into ice
  3. extractionThis is extracted with dichloromethane
  4. washthe organic solution is washed with aqueous bicarbonate solution, water and brine
  5. dry with materialThe organic phase is dried over magnesium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated

Sources & evidence

ORD record
ord-437524ab4cb043d7b6d56287531e89ba
Source dataset
uspto-grants-1996_01
Patent number
US05482965

Reaction notes

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