3-[4-(Propan-2-yl)phenyl]propanoic acid → HCID 12797296, compound

HRID 461101Notes

Reaction equation

HRID 461101 reaction equation
[CH:1]([C:4]1[CH:9]=[CH:8][C:7]([CH2:10][CH2:11][C:12]([OH:14])=O)=[CH:6][CH:5]=1)([CH3:3])[CH3:2]>[Fe]>[CH:1]([C:4]1[CH:5]=[CH:6][C:7]([CH2:10][CH2:11][C:12](=[O:14])[CH2:11][CH2:10][C:7]2[CH:6]=[CH:5][C:4]([CH:1]([CH3:2])[CH3:3])=[CH:9][CH:8]=2)=[CH:8][CH:9]=1)([CH3:3])[CH3:2]

Participants

3

Reactant 1

HCID 38010213-[4-(Propan-2-yl)phenyl]propanoic acid

Product 1

HCID 12797296HCID 12797296, compound

Reagents, catalysts & solvents 1

HCID 23925IronCatalyst

Conditions

Temperature
290 °C

Procedure

3-(4-Isopropylphenyl)propionic acid (0.20 mole) and iron (hydrogen reduced, 6.15 g., 0.11 mole) are heated for 1.5 hours at 195° C. under a nitrogen atmosphere. After that time, the temperature is increased to 290° C. and maintained at that temperature for 3 hours. The cooled reaction mass is extracted well with ether, filtered through Celite, and the ethereal extracts concentrated under vacuum. The residue is stripped under vacuum to leave the product, 17.3 g. (51%).

Workup

  1. temperaturemaintained at that temperature for 3 hours
  2. customThe cooled reaction mass
  3. extractionis extracted well with ether
  4. filtrationfiltered through Celite
  5. concentrationthe ethereal extracts concentrated under vacuum
  6. customto leave the product, 17.3 g

Sources & evidence

ORD record
ord-9fc21eb73898411990a6f429cdacaf6e
Source dataset
uspto-grants-1977_12
Patent number
US04061775

Reaction notes

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