N,N,N',N'-Tetramethylethylenediamine → 2-Propenoic acid, 3-phenyl-

HRID 1743282Notes

Reaction equation

HRID 1743282 reaction equation
Br[C@H:2]([CH2:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)[C:3]([OH:5])=[O:4].CN(C)CCN(C)C>C1(C)C=CC=CC=1>[C:3]([OH:5])(=[O:4])[CH:2]=[CH:6][C:7]1[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=1

Participants

4

Reactant 2

HCID 8037N,N,N',N'-TetramethylethylenediamineHCID 11746403(R)-2-Bromo-3-phenylpropionic acid

Product 1

HCID 87842-Propenoic acid, 3-phenyl-

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

5 g of (2R)-2-bromo-3-phenylpropionic acid (HPLC: 92.5%) were dissolved in 20 ml of toluene and treated at room temperature with 1.39 g of tetramethylethylene-diamine. After a stirring time of about 150 minutes, no precipitation of the product was to be observed. An HPLC analysis of the solution showed that the (2R)-2-bromo-3-phenylpropionic acid had reacted completely to give cinnamic acid.

Workup

  1. customAfter a stirring time of about 150 minutes, no precipitation of the product
  2. customhad reacted completely

Sources & evidence

ORD record
ord-fc3401f93f0e483687d363f77e0c17d7
Source dataset
uspto-grants-2006_03
Patent number
US07009047B2

Reaction notes

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