Hydrochloric Acid → HCID 18629906, compound

HRID 1059480Notes

Reaction equation

HRID 1059480 reaction equation
[S:1]([C:4]1[CH:13]=[CH:12][C:7]([C:8]([O:10][CH3:11])=[O:9])=[CH:6][CH:5]=1)([OH:3])=[O:2].Br[CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH3:26].C(=O)([O-])[O-].[K+].[K+].Cl>CN(C)C=O>[CH2:26]([S:1]([C:4]1[CH:5]=[CH:6][C:7]([C:8]([O:10][CH3:11])=[O:9])=[CH:12][CH:13]=1)(=[O:3])=[O:2])[CH2:25][CH2:24][CH2:23][CH2:22][CH2:21][CH2:20][CH2:19][CH2:18][CH2:17][CH2:16][CH3:15]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 89191-BromododecaneHCID 11430Potassium CarbonateHCID 3783336110955-49-2

Product 1

HCID 18629906HCID 18629906, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
70 °C

Procedure

Methyl 4-sulfinobenzoate (4), (12.7 g, 63.43 mMole) and 1-bromododecane (17.4 g, 69.77 mMole) were dissolved in dimethylformamide (100 mL). Potassium carbonate (10.5 g, 76.12 mMole) was added and the mixture heated to 70° C. for 3 hours with good stirring. At the end of this period of time the mixture was cooled and carefully poured into ice cold 2N-HCl (500 mL). The crude methyl 4-dodecylsulfonylbenzoate, a white solid, was filtered off, washed well with water and used as such in the next step.

Workup

  1. temperatureAt the end of this period of time the mixture was cooled
  2. filtrationThe crude methyl 4-dodecylsulfonylbenzoate, a white solid, was filtered off
  3. washwashed well with water

Sources & evidence

ORD record
ord-3a1eba5233bf4114b34ed2d5d35f5646
Source dataset
uspto-grants-2003_02
Patent number
US06521395B1

Reaction notes

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