Phenyl Salicylate → 2-Hydroxy-N-[2-(1-methylethyl)phenyl]benzamide

HRID 433032Notes

Reaction equation

[C:1]([O:10]C1C=CC=CC=1)(=O)[C:2]1[C:3](=[CH:5][CH:6]=[CH:7][CH:8]=1)[OH:4].[CH:17]([C:20]1[CH:26]=[CH:25][CH:24]=[CH:23][C:21]=1[NH2:22])([CH3:19])[CH3:18]>>[CH:17]([C:20]1[CH:26]=[CH:25][CH:24]=[CH:23][C:21]=1[NH:22][C:1](=[O:10])[C:2]1[C:3](=[CH:5][CH:6]=[CH:7][CH:8]=1)[OH:4])([CH3:19])[CH3:18]

Participants

Reactant 2

HCID 8361Phenyl Salicylate

HCID 125612-Isopropylaniline

Product 1

HCID 73033412-Hydroxy-N-[2-(1-methylethyl)phenyl]benzamide

Procedure

The 2′-isopropyl-salicylanilide was prepared by condensing phenyl salicylate with 2-isopropylaniline then purified as described in Example 2a. The ligand mixture was then prepared from 2′-isopropyl-salicylanilide and binaphthol using the procedure described in Example 2a. 31P NMR (121.77 MHz): several peaks between 117.1-120.9 ppm.

Workup

customthen purified
customThe ligand mixture was then prepared from 2′-isopropyl-salicylanilide and binaphthol using the procedure

Sources & evidence

ORD record: ord-d1d59b24fdcc44119b80699fe89df6a1
Source dataset: uspto-grants-2003_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06664427B1

Reaction notes

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