Reaktion #1929053

ord-4ec2919b59924103a324e7f0b7ff07ad

Reaktionsgleichung

O=C(O)CCCCCCCCCCCCCCCO
16-hydroxyhexadecanoic acid
CO
methanol
COC(=O)CCCCCCCCCCCCCCCO
16-hydroxyhexadecanoic acid methyl ester
Ausbeute 92.0%

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    workup.ADDITIONwas added dropwise at 0° C. within 2 min
  2. 2
    SonstigeSubsequently the mixture was evaporated to dryness
  3. 3
    workup.DISSOLUTIONthe residue was dissolved in dichloromethane (100 ml)
  4. 4
    Waschenwashed with saturated sodium bicarbonate solution (2×50 ml) and Brine solution (1×50 ml)
  5. 5
    TrocknenAfter drying over sodium sulfate the collected organic layer
  6. 6
    Sonstigewas evaporated to dryness and vacuum
  7. 7
    Sonstigedried at room temperature

Vorschrift

To a cooled (0° C.) solution of 16-hydroxyhexadecanoic acid (3000 mg, 10.79 mmol) in anhydrous methanol (27 ml) acetyl chloride (3.837 ml, 53.96 mmol) was added dropwise at 0° C. within 2 min, then the mixture was stirred at room temperature for 3.5 hrs under Ar-atmosphere. Subsequently the mixture was evaporated to dryness, the residue was dissolved in dichloromethane (100 ml), washed with saturated sodium bicarbonate solution (2×50 ml) and Brine solution (1×50 ml). After drying over sodium sulfate the collected organic layer was evaporated to dryness and vacuum dried at room temperature. Yield: 92% (white solid).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08945897B2uspto-grants-2015_02