4-Phenylbutyric Acid → 4-Phenylbutanoyl Chloride

HRID 1952959Notes

Reaction equation

HRID 1952959 reaction equation
[C:1]1([CH2:7][CH2:8][CH2:9][C:10]([OH:12])=O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.S(Cl)([Cl:15])=O>>[C:1]1([CH2:7][CH2:8][CH2:9][C:10]([Cl:15])=[O:12])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

3

Reactant 2

HCID 47754-Phenylbutyric AcidHCID 24386Thionyl Chloride

Product 1

HCID 117898654-Phenylbutanoyl ChlorideYield 100%

Procedure

4-Phenyl-butanoic acid (0.83 moles, 13.57 g) is added to thionyl chloride (0.114 moles, 8.27 ml) and warmed to dissolve the solid. The mixture is stirred for 30' at r.t., then refluxed for 10', finally recovered as in example 3a). A 100% yield is obtained (0.083 moles, 15.09 g).

Workup

  1. temperaturewarmed
  2. dissolutionto dissolve the solid
  3. temperaturerefluxed for 10',
  4. customfinally recovered as in example 3a)
  5. customA 100% yield is obtained (0.083 moles, 15.09 g)

Sources & evidence

ORD record
ord-6f6effbdfd9c4d3e86d46212d48f35cc
Source dataset
uspto-grants-2000_09
Patent number
US06114391

Reaction notes

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