Piperidine → HCID 68881866, compound

HRID 2187901Notes

Reaction equation

HRID 2187901 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

Aryl Bromide AB1 was prepared by the following 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 (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-f9de0470266c4cc283b591fd3d5b5f74
Source dataset
uspto-grants-2002_06
Patent number
US06410563B1

Reaction notes

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