HCID 56999066, compound → HCID 12916445, compound
Reaction equation
[O:1]1[C@H:7]([CH2:8][CH2:9]CCCCCCCCCCCCC)[C@H:2]1[C:3]([O:5][CH3:6])=[O:4]>CO>[O:1]1[C@H:7]([CH2:8][CH3:9])[C@H:2]1[C:3]([O:5][CH3:6])=[O:4]Participants
3
Reactant 1
Product 1
Reagents, catalysts & solvents 1
Procedure
In 500 ml of methanol were dissolved 62.4 g (0.2 mol) of the methyl (2S,3R)-2,3-epoxyoctadecanoate (V-1) obtained in (3) above and 7.4 g (0.2 mol) of sodium hydroxide, and the solution was stirred for 3 hours. After confirming disappearance of the compound (V-1) by TLC, methanol was evaporated. The resulting concentrate was adjusted to pH 5 to 6 with 500 ml of diluted hydrochloric acid and extracted with 500 ml of ethyl acetate. After drying, ethyl acetate was evaporated, and the resulting crude crystals were recrystallized from a 5-fold volume of heptane to afford 42.6 g (0.15 mol; yield: 75%) of the title compound (V-2) (melting point: 186° C.).
Sources & evidence
- ORD record
- ord-8e659c68da8245fca8c3d1c9689cd8bb
- Source dataset
- uspto-grants-1999_07
- Patent number
- US05925792
Reaction notes
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