HCID 54276904, compound → HCID 54286881, compound

HRID 2297312Notes

Reaction equation

HRID 2297312 reaction equation
[CH2:1]([O:3][C:4](=[O:27])[CH:5]=[CH:6][C:7]1[CH:12]=[CH:11][C:10]([C:13]2[CH:18]=[CH:17][C:16]([O:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH3:26])=[CH:15][CH:14]=2)=[CH:9][CH:8]=1)[CH3:2]>C(Cl)Cl.[Pd]>[CH2:1]([O:3][C:4](=[O:27])[CH2:5][CH2:6][C:7]1[CH:12]=[CH:11][C:10]([C:13]2[CH:14]=[CH:15][C:16]([O:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH3:26])=[CH:17][CH:18]=2)=[CH:9][CH:8]=1)[CH3:2]

Participants

4

Reactant 1

HCID 54276904HCID 54276904, compound

Product 1

HCID 54286881HCID 54286881, compoundYield 102.8%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 6344DichloromethaneSolvent

Procedure

To a stirred solution of 3-(4′-heptyloxybiphenyl-4-yl)acrylic acid ethyl ester (2.65 g, 7.23 mmol) in CH2Cl2 (60 ml) was added palladium on activated carbon (Pd ca.10 wt %, 1.07 g), and then the mixture was set under H2 atmosphere. After being stirred for 2 h, the mixture was filtered through a pad of Celite and washed with CH2Cl2. Filtrate and washings were combined and concentrated in vacuo to give 3-(4′-heptyloxybiphenyl-4-yl)propionic acid ethyl ester (crude, 2.74 g) which was used for the next step without further purification.

Workup

  1. filtrationthe mixture was filtered through a pad of Celite
  2. washwashed with CH2Cl2
  3. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-7dfce379102a467987f2c26baa123ea5
Source dataset
uspto-grants-2002_12
Patent number
US06489440B1

Reaction notes

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