4-(Benzyloxy)benzoic acid → HCID 2996745, compound

HRID 2080693Notes

Reaction equation

HRID 2080693 reaction equation
Cl.CN.[CH2:4]([O:11][C:12]1[CH:20]=[CH:19][C:15]([C:16](O)=[O:17])=[CH:14][CH:13]=1)[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1.Cl.[CH3:22][N:23](C)CCCN=C=NCC>N1C=CC=CC=1>[CH2:4]([O:11][C:12]1[CH:20]=[CH:19][C:15]([C:16]([NH:23][CH3:22])=[O:17])=[CH:14][CH:13]=1)[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1

Participants

5

Reactant 3

HCID 738804-(Benzyloxy)benzoic acidHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 6364545Methylamine hydrochloride

Product 1

HCID 2996745HCID 2996745, compoundYield 71.6%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

1.77 g of methylamine hydrochloride was added to a pyridine (60 ml) solution of 3 g of 4-benzyloxybenzoic acid, and 5.04 g of 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride was added to it, and stirred at room temperature. After the reaction, the solvent was evaporated away under reduced pressure, and the residue was diluted with ethyl acetate and washed with saturated saline water. After dried, the solvent was evaporated away under reduced pressure, and the residue was crystallized from chloroform/hexane and taken out through filtration to obtain 2.272 g of the entitled compound.

Workup

  1. additionwas added to it
  2. customAfter the reaction
  3. customthe solvent was evaporated away under reduced pressure
  4. additionthe residue was diluted with ethyl acetate
  5. washwashed with saturated saline water
  6. customAfter dried
  7. customthe solvent was evaporated away under reduced pressure
  8. customthe residue was crystallized from chloroform/hexane
  9. filtrationtaken out through filtration

Sources & evidence

ORD record
ord-3d487caff6d44883b135da535f679b8e
Source dataset
uspto-grants-2011_04
Patent number
US07932394B2

Reaction notes

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