Hydrochloric Acid → HCID 178455780, compound
Reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH:7]([C@H:9]1[CH2:14][CH2:13][C@H:12]([C:15](OC)=[O:16])[CH2:11][CH2:10]1)=[CH2:8].O.Cl>C1COCC1>[CH:7]([C@H:9]1[CH2:14][CH2:13][C@H:12]([CH2:15][OH:16])[CH2:11][CH2:10]1)=[CH2:8]Participants
Reactant 4
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 15 °C
Procedure
5.7 g of lithium aluminium hydride was dispersed in 50 mL of THF. 29.5 g of methyl trans-4-vinylcyclohexane carboxylate was dissolved in 75 mL of THF, which was added dropwise to the above solution at 15 to 16° C. for 40 minutes. The solution was further stirred at 10 to 20° C. for 30 minutes, and then water was slowly added thereto. About 70 mL of 10% hydrochloric acid was added. While washing and rinsing with hexane, a sludge-like insoluble matter was removed by a decanter. Then, the obtained organic phase was washed with 10% hydrochloric acid, saturated sodium bicarbonate water, and saturated saline, in this order. The resultant product was dried over anhydrous sodium sulfate, and concentrated, to obtain 26 g of (trans-4-vinylcyclohexyl)methanol.
Workup
- additionwhich was added dropwise to the above solution at 15 to 16° C. for 40 minutes
- washWhile washing
- washrinsing with hexane
- customa sludge-like insoluble matter was removed by a decanter
- washThen, the obtained organic phase was washed with 10% hydrochloric acid, saturated sodium bicarbonate water, and saturated saline, in this order
- dry with materialThe resultant product was dried over anhydrous sodium sulfate
- concentrationconcentrated
Sources & evidence
- ORD record
- ord-de88088f6c1b4f4ca3d9a931b2bb632f
- Source dataset
- uspto-grants-2010_01
- Patent number
- US07651630B2
Reaction notes
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