Oxalyl chloride → HCID 10869449, compound

HRID 1818641Notes

Reaction equation

HRID 1818641 reaction equation
[C:1]([OH:18])(=O)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8]/[CH:9]=[CH:10]\[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16].C(Cl)(=O)C([Cl:22])=O>ClCCl>[C:1]([Cl:22])(=[O:18])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8]/[CH:9]=[CH:10]\[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16]

Participants

4

Reactant 2

HCID 65578Oxalyl chlorideHCID 445638Palmitoleic Acid

Product 1

HCID 10869449HCID 10869449, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Synthesis of MC810 (FIG. 7). To a solution of palmitoleic acid (cis-9-hexadecanoic acid, 2.00 g, 7.87 mmol, Aldrich Chemical Company) in dichloromethane (75 mL), was added oxalyl chloride (1.72 mL, 19.7 mmol, Aldrich Chemical Company) dropwise under nitrogen. After 16 hrs, the solution was concentrated under reduced pressure (aspirator) and then placed under high vacuum to afford palmitoleoyl chloride.

Workup

  1. customSynthesis of MC810 (FIG. 7)
  2. concentrationthe solution was concentrated under reduced pressure (aspirator)

Sources & evidence

ORD record
ord-682e89d1426c4a06a18750c7fe2c35ed
Source dataset
uspto-grants-2009_10
Patent number
US07601367B2

Reaction notes

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