Dimethylformamide → HCID 15868689, compound

HRID 1068542Notes

Reaction equation

HRID 1068542 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-4a0fd0e67cc24f92b81268edfa5df758
Source dataset
uspto-grants-2001_06
Patent number
US06251575B1

Reaction notes

Loading…