Dimethylformamide → HCID 15868689, compound

HRID 636348Notes

Reaction equation

HRID 636348 reaction equation
[CH2:1]([C:16]1[CH:17]=[C:18]([S:22]([CH:25]([CH2:29][CH3:30])[C:26](O)=[O:27])(=[O:24])=[O:23])[CH:19]=[CH:20][CH:21]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH3:15].CN(C)C=O.S(Cl)([Cl:38])=O>C(OCC)(=O)C>[CH2:1]([C:16]1[CH:17]=[C:18]([S:22]([CH:25]([CH2:29][CH3:30])[C:26]([Cl:38])=[O:27])(=[O:24])=[O:23])[CH:19]=[CH:20][CH:21]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH3:15]

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 24386Thionyl ChlorideHCID 15868688HCID 15868688, compound

Product 1

HCID 15868689HCID 15868689, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Conditions

Temperature
70 °C

Procedure

2-[(3-Pentadecylphenyl)sulfonyl]butanoic acid (84.6 g, 0.193 Mole) was suspended in ethyl acetate (700 mL) to which was added dimethylformamide (0.5 mL) and thionyl chloride (70 mL, 0.964 Mole). The mixture was heated at 70° C. for 1.5 hours, cooled, concentrated under reduced pressure, co-evaporated with ethyl acetate (2×100 mL) and the oil so obtained used as such in the next step of the reaction sequence.

Workup

  1. temperaturecooled
  2. concentrationconcentrated under reduced pressure, co-evaporated with ethyl acetate (2×100 mL)
  3. customthe oil so obtained

Sources & evidence

ORD record
ord-b917de113d4743d981b3805945619f2e
Source dataset
uspto-grants-2001_02
Patent number
US06194132B1

Reaction notes

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