Sodium Carbonate → HCID 15176528, compound

HRID 1973514Notes

Reaction equation

HRID 1973514 reaction equation
[C:1]1([S:7]([O-:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Na+].C(=O)([O-])[O-].[Na+].[Na+].Br[CH2:18][CH:19]=[C:20]1[CH2:25][CH2:24][CH2:23][CH2:22][CH2:21]1>CO.C(Cl)Cl>[C:20]1(=[CH:19][CH2:18][S:7]([C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)(=[O:9])=[O:8])[CH2:25][CH2:24][CH2:23][CH2:22][CH2:21]1

Participants

6

Reactant 3

HCID 10340Sodium CarbonateHCID 70270(2-Bromoethylidene)cyclohexaneHCID 2723840Benzenesulfinic acid, sodium salt

Product 1

HCID 15176528HCID 15176528, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolvent2×HCID 6344DichloromethaneSolvent

Procedure

First, 38.5 gm of sodium phenyl sulfinate and then 3.85 gm of sodium carbonate were introduced into 116 cc of methanol and 44 gm of freshly prepared 1-bromo-2-cyclohexylidene-ethane were added dropwise over 30 minutes and at room temperature. The reaction mixture was then agitated for 1 hour and 30 minutes at room temperature after which the reaction mixture was poured into 400 cc of ice water. The precipitate formed was vacuum filtered, washed with water and dried. The raw product thus obtained was dissolved at high temperature in a mixture consisting of methylene chloride and methanol. The solution obtained was dried over magnesium sulfate, concentrated to a small volume and admixed with isopropyl ether. The precipitate formed was vacuum filtered and dried to obtain 36.4 gm of (2-cyclohexylidene-ethyl)-phenyl sulfone, having a melting point of 70° C. A sample of this product, crystallized from isopropyl ether, had a melting point of 70° C.

Workup

  1. additionwere added dropwise over 30 minutes and at room temperature
  2. customThe precipitate formed
  3. filtrationfiltered
  4. washwashed with water
  5. customdried
  6. customThe raw product thus obtained
  7. dissolutionwas dissolved at high temperature in a mixture
  8. customThe solution obtained
  9. dry with materialwas dried over magnesium sulfate
  10. concentrationconcentrated to a small volume
  11. customThe precipitate formed
  12. filtrationfiltered
  13. customdried

Sources & evidence

ORD record
ord-66155d919b6f49b990a711d9e5e6e1e7
Source dataset
uspto-grants-1976_12
Patent number
US03997586

Reaction notes

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