Dichloromethane → HCID 20768639, compound

HRID 385002Notes

Reaction equation

HRID 385002 reaction equation
O[CH:2]1[CH:9]2[CH:5]3[CH:6]([CH2:12][CH:3]1[CH2:4]3)[S:7](=[O:11])(=[O:10])[O:8]2.[CH2:13](Cl)Cl>>[CH:5]12[CH2:4][CH:3]([CH:2]=[CH:9]1)[CH2:12][CH:6]2[S:7]([O:8][CH3:13])(=[O:10])=[O:11]

Participants

3

Reactant 2

HCID 6344DichloromethaneHCID 16039065HCID 16039065, compound

Product 1

HCID 20768639HCID 20768639, compound

Procedure

According to Example 1 described in JP-A-2007-31355, 2-hydroxy-4-oxa-5-thiatricyclo[4.2.1.03,7]nonane 5,5-dioxide was synthesized. Specifically, firstly, into a four-necked flask having an inner volume of 5 L equipped with a stirrer, a thermometer and a dropping funnel, methyl 5-norbornene-2-sulfonate (128.8 g, purity: 92.1%) which was obtained in the above-described Comparative Example 1 and methylene chloride (2650 g) were charged. m-Chlorobenzoic acid (200.0 g) was charged slowly under stirring in a state cooled with an ice bath so that the inner temperature of the reaction system did not rise to 5° C. or higher. After confirming disappearance of methyl 5-norbornene-2-sulfonate, 20% by mass sodium sulfite aqueous solution (687.1 g) was added dropwise so that the inner temperature of the reaction system was maintained in a range of 5 to 10° C. After that, the organic layer was washed with a saturated sodium hydrogen carbonate aqueous solution (500 g) three times. By concentrating the resultant organic layer under the reduced pressure, methyl 5,6-epoxynorbornane-2-sulfonate (125.9 g, purity was 87.2% as a peak area percentage in gas chromatography analysis) was obtained.

Workup

  1. customwas synthesized
  2. customSpecifically, firstly, into a four-necked flask having
  3. customan inner volume of 5 L equipped with a stirrer

Sources & evidence

ORD record
ord-bad8eaf52f6940ce92cfd4eae81fcfb5
Source dataset
uspto-grants-2013_02
Patent number
US08367849B2

Reaction notes

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