Hydrochloric Acid → HCID 59228918, compound
Reaction equation
[OH-].[Na+].[O:3]1[C:9]2[CH:8]3[O:10][CH:5]([CH2:6][CH:7]3[S:11]([O:14]C)(=[O:13])=[O:12])[C:4]1=2.Cl>>[OH:3][CH:4]1[CH:9]2[O:14][S:11](=[O:12])(=[O:13])[CH:7]3[CH:8]2[O:10][CH:5]1[CH2:6]3Participants
Procedure
To a four-necked flask having a capacity of 300 mL and equipped with a stirrer, a dropping funnel, and a thermometer, 5.0 (mol/L) aqueous sodium hydroxide solution was added, and 29.5 g of methyl 2,3-epoxy-7-oxabicyclo[2.2.1]hept-2-ene-5-sulfonate was added dropwise to the flask from the dropping funnel at an internal temperature of 20 to 23° C. After completion of the addition, the resultant mixture was stirred for 4 hours, and then concentrated hydrochloric acid was added dropwise to the mixture under cooling with ice water, to thereby adjust the pH of the mixture to 7.3. Subsequently, the mixture was subjected to extraction four times with 300 mL of ethyl acetate, and then the resultant organic layers were combined and concentrated. Thereafter, the resultant concentrate was subjected to separation/purification through silica gel column chromatography, to thereby obtain 4.75 g (purity: 98.8%, 0.024 mol) of 5-hydroxy-7-oxanorbornane-2,6-sultone.
Workup
- customTo a four-necked flask having
- customa capacity of 300 mL and equipped with a stirrer, a dropping funnel
- additionAfter completion of the addition
- extractionSubsequently, the mixture was subjected to extraction four times with 300 mL of ethyl acetate
- concentrationconcentrated
- concentrationThereafter, the resultant concentrate
- customwas subjected to separation/purification through silica gel column chromatography
Sources & evidence
- ORD record
- ord-c2000200460c478bae16a2c63bd4b2f7
- Source dataset
- uspto-grants-2015_10
- Patent number
- US09152042B2
Reaction notes
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