Hydrochloric Acid → 4-(1-Hydroxy-2-phenylethyl)cyclohexanone

HRID 2063717Notes

Reaction equation

Cl.[O:2]1[C:6]2([CH2:11][CH2:10][CH:9]([CH:12]([OH:20])[CH2:13][C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[CH2:8][CH2:7]2)OCC1.[OH-].[Na+]>O1CCCC1>[OH:20][CH:12]([CH:9]1[CH2:8][CH2:7][C:6](=[O:2])[CH2:11][CH2:10]1)[CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

Participants

Conditions

Temperature: 50 °C

Procedure

2 M hydrochloric acid (30 ml) was added to a solution of 1-(1,4-dioxaspiro[4.5]dec-8-yl)-2-phenylethanol (2.98 g, 11.3 mmol) in tetrahydrofuran (30 ml). The solution was stirred at 50° C. overnight. The mixture was rendered alkaline with 4 M sodium hydroxide solution, the phases were separated and the aqueous phase was extracted with methylene chloride (3×20 ml). The combined organic phases were dried with sodium sulfate and concentrated i. vac.

Workup

customthe phases were separated
extractionthe aqueous phase was extracted with methylene chloride (3×20 ml)
dry with materialThe combined organic phases were dried with sodium sulfate
concentrationconcentrated i

Sources & evidence

ORD record: ord-713d35b5ac0643b5a7e4359842bfb1ab
Source dataset: uspto-grants-2012_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08288406B2

Reaction notes

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