Acetyl chloride → HCID 58784966, compound

HRID 1375115Notes

Reaction equation

HRID 1375115 reaction equation
[CH3:1][O:2][C:3](=[O:13])[CH2:4][CH2:5][CH:6]([C:10](=[O:12])[CH3:11])[C:7](=[O:9])[CH3:8].[Na].[C:15](Cl)(=[O:17])[CH3:16]>C(OCC)C>[CH3:1][O:2][C:3](=[O:13])[CH2:4][CH2:5][C:6]([C:15](=[O:17])[CH3:16])([C:7](=[O:9])[CH3:8])[C:10](=[O:12])[CH3:11]

Participants

5

Reactant 3

HCID 6367Acetyl chlorideHCID 281668Methyl 4-acetyl-5-oxohexanoateHCID 5360545Sodium2×

Product 1

HCID 58784966HCID 58784966, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

92.5 g of 4-acetyl-5-oxohexanoic acid methyl ester was reacted with 11.5 g of metallic sodium in 200 ml of diethyl ether. After the dissolving of sodium was finished, 39.25 g of acetyl chloride was dropped in, and the resulting boiling mixture was stirred for 6 hours. Then, the reaction mixture was filtered, washed with aqueous potassium hydroxide and water, following by evaporation of solvent. The final vacuum distillation yielded the subject compound as a yellowish liquid having a purity of above 90%.

Workup

  1. filtrationThen, the reaction mixture was filtered
  2. washwashed with aqueous potassium hydroxide and water
  3. customfollowing by evaporation of solvent
  4. distillationThe final vacuum distillation
  5. customyielded the subject compound as a yellowish liquid

Sources & evidence

ORD record
ord-e5c3a735cc68406fb59abd75b860c9d5
Source dataset
uspto-grants-2007_01
Patent number
US07166648B2

Reaction notes

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