Hydrochloric Acid → HCID 54571277, compound

HRID 1780056Notes

Reaction equation

HRID 1780056 reaction equation
[C:1]([O:4][C@H:5]([CH3:16])[CH2:6][CH2:7][CH2:8][CH2:9][O:10]C(OCC)C)(=[O:3])[CH3:2].Cl>C(OCC)(=O)C(C)O>[C:1]([O:4][C@H:5]([CH3:16])[CH2:6][CH2:7][CH2:8][CH2:9][OH:10])(=[O:3])[CH3:2]

Participants

4

Procedure

Alternatively, a solution of 5-(R)-acetoxy-1-ethoxyethoxyhexane (80 g, 0.34 mole) in ethyl lactate (150 ml) was stirred with 1M of aqueous hydrochloric acid solution (100 ml). After 4 hours, the layers were separated and the aqueous layer was saturated with sodium chloride and then extracted with ethyl lactate (4×75 ml). The combined organic layers were washed with saturated aqueous sodium bicarbonate solution (2×100 ml), dried over magnesium sulfate and the solvent evaporated under vacuum to give 5-(R)-acetoxy-1-hydroxyhexane (46 g, 83% yield).

Workup

  1. customthe layers were separated
  2. extractionextracted with ethyl lactate (4×75 ml)
  3. washThe combined organic layers were washed with saturated aqueous sodium bicarbonate solution (2×100 ml)
  4. dry with materialdried over magnesium sulfate
  5. customthe solvent evaporated under vacuum

Sources & evidence

ORD record
ord-17ce44dc957b4317b44caef63e3a3ef7
Source dataset
uspto-grants-1997_05
Patent number
US05629423

Reaction notes

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