Hydrochloric Acid → HCID 15001951, compound

HRID 1031059Notes

Reaction equation

HRID 1031059 reaction equation
O.Cl.[CH2:3]([O:19][C:20]([C:22]1[CH:23]=[C:24]([S:47](Cl)(=[O:49])=[O:48])[CH:25]=[C:26]([C:28]([O:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][CH3:46])=[O:29])[CH:27]=1)=[O:21])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18]>[Zn].C(Cl)(Cl)Cl>[CH2:3]([O:19][C:20]([C:22]1[CH:23]=[C:24]([S:47]([OH:49])=[O:48])[CH:25]=[C:26]([C:28]([O:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][CH3:46])=[O:29])[CH:27]=1)=[O:21])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 197969963,5-Dihexadecyloxycarbonylbenzenesulfonyl chloride

Product 1

HCID 15001951HCID 15001951, compound

Reagents, catalysts & solvents 2

HCID 23994ZincCatalystHCID 6212ChloroformSolvent

Procedure

87 ml of water and 18.2 ml (0.218 mol) of 12N-HCl were added to the solution of 87 ml of chloroform and 8.65 g (0.0121 mol) of the white solid containing 3,5-dihexadecyloxycarbonylbenzenesulfonyl chloride, and then 7.93 g of zinc was added thereto at 5° C. followed by stirring for 4 hours and 30 minutes. After the insoluble component was removed therefrom, the solution was extracted with 100 ml of chloroform, washed with saturated brine, and dried with Glauber's salt. After removing Glauber's salt, the solution was concentrated under reduced pressure, and the residue was recrystalized from hot hexane to obtain a colorless crystal of 3,5-dihexadecyloxycarbonylbenzenesulfinic acid. (Yield: 4.43g, 48% (based on sodium 3,5-dimethyloxycarbonylbenzenesulfonate), m.p.: 63°-65° C.)

Workup

  1. customat 5° C.
  2. customAfter the insoluble component was removed
  3. extractionthe solution was extracted with 100 ml of chloroform
  4. washwashed with saturated brine
  5. dry with materialdried with Glauber's salt
  6. customAfter removing Glauber's salt
  7. concentrationthe solution was concentrated under reduced pressure
  8. customthe residue was recrystalized from hot hexane

Sources & evidence

ORD record
ord-66b8d5e3137242a3a76df6cddf96ee6a
Source dataset
uspto-grants-1992_04
Patent number
US05108876

Reaction notes

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