Water → HCID 86613667, compound

HRID 1985902Notes

Reaction equation

HRID 1985902 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[CH2:9][NH2:10].ClCC[C:14](Cl)=[O:15].[OH2:17].Cl[CH2:19][Cl:20]>>[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[CH2:9][NH:10][C:14](=[O:15])[O:17][CH2:19][Cl:20]

Participants

5

Reactant 4

HCID 962WaterHCID 14852,4-DichlorobenzylamineHCID 6344Dichloromethane2×HCID 693643-Chloropropionyl chloride

Product 1

HCID 86613667HCID 86613667, compound

Procedure

To a solution of the compound of 1-(2,4-dichlorophenyl)methanamine (0.15 ml, 1.1 mmol) in anhydrous dichloromethane (2 ml), at −10° C. and under nitrogen, was added drop wise 3-chloropropanoyl chloride (0.12 ml, 1.1 mmol). The reaction mixture was allowed to warm to room temperature and stirred for 18 h. To the mixture was added dichloromethane (5 ml) and water (5 ml) and the two layers were separated. The aqueous layer was extracted with dichloromethane (10 ml) and the combined organic layers were dried (MgSO4) and concentrated in vacuo to give the title compound (285 mg).

Workup

  1. customthe two layers were separated
  2. extractionThe aqueous layer was extracted with dichloromethane (10 ml)
  3. dry with materialthe combined organic layers were dried (MgSO4)
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-badeb077fda6481c8b90cbe9b9f7c893
Source dataset
uspto-grants-2009_06
Patent number
US07547718B2

Reaction notes

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