Hydrochloric Acid → HCID 14534034, compound
Reaction equation
[H-].[H-].[H-].[H-].[Li+].[Al+3].[CH3:7][O:8][CH:9]([CH2:16]CC)[CH2:10][CH2:11][CH2:12][C:13](O)=[O:14].Cl>CCOCC>[CH3:7][O:8][CH:9]([CH3:16])[CH2:10][CH2:11][CH2:12][CH2:13][OH:14]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
15.3 g of LiAlH4 was added to 330 ml of dry ether, and under stirring, a solution of 53 g of the above 5-methoxycaprylic acid in 60 ml of dry ether was dropped at below 10° C. in 2 hours. After the dropping, the mixture was raised in temperature for 2 hours of stirring at 15°-20° C. After standing for 12 hours, 5%-hydrochloric acid was added to the mixture for acidification while keeping the temperature below 15° C. The mixture was then subjected to extraction with ether. The ether extract was washed successively with water, 5%-NaOH aqueous solution and water, followed by drying with anhydrous MgSO4, distilling-off of the solvent and vacuum distillation to obtain 24.5 g of 5-methoxy-1-hexanol which provided the following IR data:
Workup
- temperatureAfter the dropping, the mixture was raised in temperature for 2 hours
- stirringof stirring at 15°-20° C
- customthe temperature below 15° C
- extractionThe mixture was then subjected to extraction with ether
- extractionThe ether extract
- washwas washed successively with water, 5%-NaOH aqueous solution and water
- dry with materialby drying with anhydrous MgSO4, distilling-off of the solvent and vacuum distillation
Sources & evidence
- ORD record
- ord-429ebe8d360a4e1ebfc97c83e90f5638
- Source dataset
- uspto-grants-1992_09
- Patent number
- US05143643
Reaction notes
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