Hydrochloric Acid → HCID 12926285, compound

HRID 894511Notes

Reaction equation

HRID 894511 reaction equation
C(O)C.Cl.[CH:5]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[CH:8]=[CH:7][C:6]=1[O:15][CH:16]([NH:21][C:22](=[O:33])[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=1[O:29]C(=O)C)[C:17]([Cl:20])([Cl:19])[Cl:18]>O>[CH:5]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[CH:8]=[CH:7][C:6]=1[O:15][CH:16]([NH:21][C:22](=[O:33])[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=1[OH:29])[C:17]([Cl:19])([Cl:20])[Cl:18]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 702EthanolHCID 12926284HCID 12926284, compound

Product 1

HCID 12926285HCID 12926285, compoundYield 52.5%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

50 ml of ethanol and 1 ml of concentrated hydrochloric acid were added to 4.2 g of N-(1'-β-naphthoxy-2',2',2'-trichloroethyl)-2-acetoxybenzamide synthesized in Preparation Example 5. The whole was refluxed for about three hours. After cooling, the reaction mixture was poured into water and the resulting crystals were recrystallized from N-hexane/benzene (2:1) to obtain 2.0 g of N-(1'-β-naphthoxy-2',2',2'-trichloroethyl)-2-hydroxybenzamide as white crystals.

Workup

  1. customsynthesized in Preparation Example 5
  2. temperatureThe whole was refluxed for about three hours
  3. temperatureAfter cooling
  4. customthe resulting crystals were recrystallized from N-hexane/benzene (2:1)

Sources & evidence

ORD record
ord-9f314774f2c44e1c954a5f8a5cbc840a
Source dataset
uspto-grants-1981_08
Patent number
US04284628

Reaction notes

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