Thionyl Chloride → HCID 86665181, compound

HRID 1912947Notes

Reaction equation

HRID 1912947 reaction equation
[CH:1]1([S:6][CH2:7][C:8]([OH:10])=O)[CH2:5][CH2:4][CH2:3][CH2:2]1.S(Cl)([Cl:13])=O>>[CH:1]1([S:6][CH2:7][C:8]([Cl:13])=[O:10])[CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 15728315(Cyclopentylsulfanyl)acetic acid

Product 1

HCID 86665181HCID 86665181, compound

Conditions

Temperature
70 °C

Procedure

The product from Example 143B (6.56 g) was combined with thionyl chloride (50 mL, 685 mmol) and the reaction mixture was heated at 70° C. for 2 hours. The reaction mixture was concentrated under vacuum, and the residue was dissolved in CHCl3 (50 mL) and concentrated again to remove excess thionyl chloride. The residue was distilled under vacuum (air bath 100-110° C./˜10 mm) to provide the title compound, used directly for the next step.

Workup

  1. concentrationThe reaction mixture was concentrated under vacuum
  2. dissolutionthe residue was dissolved in CHCl3 (50 mL)
  3. concentrationconcentrated again
  4. customto remove excess thionyl chloride
  5. distillationThe residue was distilled under vacuum (air bath 100-110° C./˜10 mm)

Sources & evidence

ORD record
ord-ba22d4f86d254542b5d9526c68ae0697
Source dataset
uspto-grants-2013_12
Patent number
US08609669B2

Reaction notes

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