3-[[5-Methyl-2-(1-methylethyl)cyclohexyl]oxy]-1,2-propanediol → HCID 131723757, compound
Reaction equation
CC1CC(OCC(O)CO)C(C(C)C)CC1.[C:17]([O:20][CH2:21][CH:22]([O:35]C(=O)C)[CH2:23][O:24][C:25]1([CH3:34])[CH2:30][CH2:29][CH:28]([CH:31]([CH3:33])[CH3:32])[CH2:27][CH2:26]1)(=[O:19])[CH3:18]>>[C:17]([O:20][CH2:21][CH:22]([OH:35])[CH2:23][O:24][C:25]1([CH3:34])[CH2:30][CH2:29][CH:28]([CH:31]([CH3:32])[CH3:33])[CH2:27][CH2:26]1)(=[O:19])[CH3:18]Participants
Procedure
The reaction mixture obtained in (1) was mixed with 30 ml of water and 50 ml of heptane to effect separation, the organic layer was washed with saturated brine and dried with anhydrous sodium sulfate, and then the solvent was recovered to obtain an oily substance. By distilling this oily substance under a reduced pressure, partially purified 1-acetoxy-3-l-menthoxypropan-2-ol was obtained at a boiling point of from 111 to 120° C./25 Pa (0.19 mmHg). Composition of this product when analyzed by the gas chromatography was composed of 5.53% by mass of 3-l-menthoxypropane-1,2-diol, 86.04% by mass of 1-acetoxy-3-l-menthoxypropan-2-ol (yield 92.38% based on 1-chloro-3-l-menthoxypropan-2-ol) and 5.13% by mass of 1,2-diacetoxy-3-l-menthoxypropane.
Sources & evidence
- ORD record
- ord-5d7ce6ee79ad4f2186355ad8a1b58511
- Source dataset
- uspto-grants-2003_02
- Patent number
- US06515188B2
Reaction notes
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