Azelaic Acid → Diprop-1-en-2-yl nonanedioate

HRID 329247

Reaction equation

HRID 329247 reaction equation
[C:1]([OH:13])(=[O:12])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][C:9]([OH:11])=[O:10]>C(Cl)Cl>[C:1]([O:13][C:5]([CH3:6])=[CH2:4])(=[O:12])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][C:9]([O:11][C:2]([CH3:3])=[CH2:1])=[O:10]

Participants

3

Reactant 1

HCID 2266Azelaic Acid

Product 1

HCID 23466330Diprop-1-en-2-yl nonanedioate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Azelaic acid (100 grams, 0.53 mole), methylene chloride (500 ml.) and mercuric acetate (18.2 grams, 0.057 mole) are treated with 1 ml. of boron trifluoride etherate, and propyne gas is bubbled through the mixture for 3 hours. Solid sodium bicarbonate (5 grams) is added, and the mixture is filtered free of solids and metallic mercury.

Workup

  1. customof boron trifluoride etherate, and propyne gas is bubbled through the mixture for 3 hours
  2. additionSolid sodium bicarbonate (5 grams) is added
  3. filtrationthe mixture is filtered free of solids and metallic mercury

Sources & evidence

ORD record
ord-7e0bf1f8d03f4384b7b8d833b3bfe3a2
Source dataset
uspto-grants-1977_04
Patent number
US04020123

Linked notes

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