4-Chlorobenzaldehyde → HCID 178515943, compound

HRID 1048340Notes

Reaction equation

HRID 1048340 reaction equation
[NH2:1][CH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[OH:9].[Cl:10][C:11]1[CH:18]=[CH:17][C:14]([CH:15]=O)=[CH:13][CH:12]=1>C(O)C>[Cl:10][C:11]1[CH:18]=[CH:17][C:14](/[CH:15]=[N:1]\[CH2:2][C:3]2[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=2[OH:9])=[CH:13][CH:12]=1

Participants

4

Reactant 2

HCID 77264-ChlorobenzaldehydeHCID 702672-(Aminomethyl)phenol

Product 1

HCID 178515943HCID 178515943, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a stirred suspension of 2-(aminomethyl)phenol, (4.0 g, 32.5 mmol) in ethanol (65 mL) was added 4-chlorobenzaldehyde (3.86 mL, 32.8 mmol). The resulting reaction mixture was stirred at rt for 3 h. The solvent was removed and 100 ml of toluene was added and concentrated in vacuum twice. The resulting imine was dried under vacuum overnight and used in the next step without further purification.

Workup

  1. customThe resulting reaction mixture
  2. customThe solvent was removed
  3. addition100 ml of toluene was added
  4. concentrationconcentrated in vacuum twice
  5. dry with materialThe resulting imine was dried under vacuum overnight
  6. customused in the next step without further purification

Sources & evidence

ORD record
ord-3ae58b97966040b7834a4cd71821eff0
Source dataset
uspto-grants-2013_10
Patent number
US08569341B2

Reaction notes

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