Piperidine → HCID 68881866, compound

HRID 896692Notes

Reaction equation

HRID 896692 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][CH:9]=1)[CH:5]=O.[CH3:10][S:11]([C:14]1[CH:19]=[CH:18][C:17]([CH2:20][C:21]([OH:23])=[O:22])=[CH:16][CH:15]=1)(=[O:13])=[O:12].N1CCCCC1>C1(C)C=CC=CC=1>[Br:1][C:2]1[CH:3]=[C:4](/[CH:5]=[C:20](\[C:17]2[CH:16]=[CH:15][C:14]([S:11]([CH3:10])(=[O:13])=[O:12])=[CH:19][CH:18]=2)/[C:21]([OH:23])=[O:22])[CH:7]=[CH:8][CH:9]=1

Participants

5

Reactant 3

HCID 8082PiperidineHCID 765833-BromobenzaldehydeHCID 5723454-Mesylphenylacetic acid

Product 1

HCID 68881866HCID 68881866, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent2×

Procedure

To a solution of 3-bromobenzaldehyde (12.9 g, 70 mmol) in toluene (100 mL) was added 4-(methylsulfonyl)phenylacetic acid (15 g, 70 mmol) and piperidine (2 mL). After overnight refluxing, the mixture was cooled down to r.t. To the slurry thus formed, toluene was added (10 mL). Filtration gave the (E)-3-(3-bromophenyl)-2-[4-(methylsulfonyl)phenyl]-2-propenoic acid as a white solid.

Workup

  1. temperatureAfter overnight refluxing
  2. customTo the slurry thus formed
  3. filtrationFiltration

Sources & evidence

ORD record
ord-4a5b27312fbb438898e6e28db64acb5c
Source dataset
uspto-grants-2005_07
Patent number
US06919353B2

Reaction notes

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