Water → HCID 20075608, compound

HRID 704138Notes

Reaction equation

HRID 704138 reaction equation
[CH3:1][S:2](Cl)(=[O:4])=[O:3].[Cl:6][C:7]1[CH:12]=[CH:11][C:10]([C:13]23[CH2:20][CH:19]([OH:21])[C:16]([CH2:22][CH2:23][CH3:24])([CH2:17][O:18]2)[CH2:15][O:14]3)=[CH:9][CH:8]=1.O>N1C=CC=CC=1>[CH3:1][S:2]([O:21][CH:19]1[C:16]2([CH2:22][CH2:23][CH3:24])[CH2:15][O:14][C:13]([C:10]3[CH:9]=[CH:8][C:7]([Cl:6])=[CH:12][CH:11]=3)([O:18][CH2:17]2)[CH2:20]1)(=[O:4])=[O:3]

Participants

5

Reactant 3

HCID 962WaterHCID 31297Methanesulfonyl chlorideHCID 20075561HCID 20075561, compound

Product 1

HCID 20075608HCID 20075608, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

Methanesulphonyl chloride (164 μl) was added to a stirred solution of 1-(4-chlorophenyl)-8-hydroxy-4-n-propyl-2,6-dioxabicyclo[2,2,2]octane (500 mg.) in dry pyridine (2.0 ml.). The mixture was stirred at room temperature for 6 hours. The mixture was poured into water and the aqueous mixture was extracted with diethyl ether. The ethereal extracts were washed with 1N hydrochloric acid solution. The ethereal extracts were then washed with saturated aqueous sodium hydrogen carbonate solution. The ethereal extracts were washed with water, dried over anhydrous magnesium sulphate and evaporated in vacuo.

Workup

  1. extractionthe aqueous mixture was extracted with diethyl ether
  2. washThe ethereal extracts were washed with 1N hydrochloric acid solution
  3. washThe ethereal extracts were then washed with saturated aqueous sodium hydrogen carbonate solution
  4. washThe ethereal extracts were washed with water
  5. dry with materialdried over anhydrous magnesium sulphate
  6. customevaporated in vacuo

Sources & evidence

ORD record
ord-8732d0d2ad904b7986a76ef69930db26
Source dataset
uspto-grants-1991_01
Patent number
US04985582

Reaction notes

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