2-Phenoxybenzoic acid → HCID 54349363, compound

HRID 1457335Notes

Reaction equation

HRID 1457335 reaction equation
[O:1]([C:8]1[CH:16]=[CH:15][CH:14]=[CH:13][C:9]=1[C:10]([OH:12])=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH2:17].ON1[C:23]2[CH:24]=[CH:25][CH:26]=C[C:22]=2[N:21]=N1.CCN=C=NCCCN(C)C.Cl>>[O:1]([C:8]1[CH:16]=[CH:15][CH:14]=[CH:13][C:9]=1[C:10]([N:21]1[CH2:22][CH2:23][CH2:24][C@H:25]1[CH2:26][OH:17])=[O:12])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 3

HCID 752372-Phenoxybenzoic acidHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 27960291-Hydroxybenzotriazole hydrate

Product 1

HCID 54349363HCID 54349363, compound

Procedure

2.14 g (10 mmol) of 2-phenoxybenzoic acid, 1.35 g (10 mmol) of 1-hydroxybenzotriazole hydrate, 2.0 ml (20 mmol) of A and 1.92 g (10 mmol) 1-ethyl-3-(3-dimethyl-aminopropyl)carbodiimide HCl were reacted as described in Example 25, except that a water soluble carbodiimide was used in place of DCC. The title compound was obtained in pure form as a colorless gum without chromatographic purification and the yield was 2.90 g (98%). TLC (90:10/CH2Cl2 :MeOH):Rf =0.80. 1H NMR (CDCl3) δ: 6.80-7.45 (m,9H); 4.60-4.95(m,1H); 3.30-3.80(m,4H); 1.50-2.20(m,4H).

Sources & evidence

ORD record
ord-6f401d9ca74f4faebe90104435f6af89
Source dataset
uspto-grants-1998_12
Patent number
US05847155

Reaction notes

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