Thionyl Chloride → HCID 54412737, compound

HRID 267811Notes

Reaction equation

HRID 267811 reaction equation
[C:1]1([C:7]2[CH:12]=[CH:11][C:10]([CH:13]([CH3:17])[C:14](O)=[O:15])=[CH:9][CH:8]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]=1.S(Cl)([Cl:20])=O>C1C=CC=CC=1>[C:1]1([C:7]2[CH:12]=[CH:11][C:10]([CH:13]([CH3:17])[C:14]([Cl:20])=[O:15])=[CH:9][CH:8]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]=1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 1633122-(2',3',4',5'-Tetrahydro[1,1'-biphenyl]-4-yl)propanoic acid

Product 1

HCID 54412737HCID 54412737, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

A solution of 17 g of α-[para-(1-cyclohexenyl)-phenyl]-propionic acid in 100 ml of absolute benzene is treated with 8 ml of thionyl chloride and then heated at 80°-90°C for one hour. The solution is evaporated under reduced pressure, the residue dissolved in 3 × 50 ml of absolute benzene, followed each time by evaporation under reduced pressure. There is thus obtained as residue α-[para-(1-cyclohexenyl)-phenyl]-propionic acid chloride which can be used as it is for the manufacture of the afore-described ester.

Workup

  1. temperatureheated at 80°-90°C for one hour
  2. customThe solution is evaporated under reduced pressure
  3. dissolutionthe residue dissolved in 3 × 50 ml of absolute benzene
  4. customby evaporation under reduced pressure

Sources & evidence

ORD record
ord-19ffd4dc5b7643e1a3521e2c3e09a2dd
Source dataset
uspto-grants-1976_03
Patent number
US03944589

Reaction notes

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