Water → HCID 21949703, compound

HRID 2215174Notes

Reaction equation

HRID 2215174 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]([CH2:8][C:9]([O-:11])=O)[CH:5]=[CH:6][CH:7]=1.CCN=C=NCCCN(C)C.Cl.[O:24]([CH2:31][CH2:32][NH2:33])[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1.O>ClCCl>[O:24]([CH2:31][CH2:32][NH:33][C:9](=[O:11])[CH2:8][C:4]1[CH:5]=[CH:6][CH:7]=[C:2]([OH:1])[CH:3]=1)[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1

Participants

6

Reactant 4

HCID 962WaterHCID 156512-PhenoxyethanamineHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 6950813HCID 6950813, compound

Product 1

HCID 21949703HCID 21949703, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

3-Hydroxyphenylacetate (1.5 g, 9.88 mmol) was dissolved in dichloromethane. WSC.HCl (2.82 g, 14.76 mmol) and 2-phenoxyethylamine (1.5 g, 10.95 mmol) were added thereto, and then the resultant mixture was stirred for 4 hours at room temperature. After completion of reaction, water was added to the reaction mixture. The resultant mixture was extracted with chloroform, followed by washing with brine. The resultant mixture was subjected to drying over anhydrous sodium sulfate, concentration under reduced pressure, and purification by chromatography, whereby 2.85 g, a stoichiometric amount, of the target compound was obtained as a pale yellow oil.

Workup

  1. additionwas added to the reaction mixture
  2. extractionThe resultant mixture was extracted with chloroform
  3. washby washing with brine
  4. dry with materialto drying over anhydrous sodium sulfate, concentration under reduced pressure, and purification by chromatography, whereby 2.85 g
  5. customa stoichiometric amount, of the target compound was obtained as a pale yellow oil

Sources & evidence

ORD record
ord-fe9c43e41c824bf2aba255a773be3372
Source dataset
uspto-grants-2006_09
Patent number
US07109226B2

Reaction notes

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