Hydrochloric Acid → 2-(Aminomethyl)-3,5-bis(trichlorovinyl)phenol

HRID 1173319Notes

Reaction equation

HRID 1173319 reaction equation
Cl.ClCC([NH:6][CH2:7][C:8]1[C:13]([C:14]([Cl:18])=[C:15]([Cl:17])[Cl:16])=[CH:12][C:11]([C:19]([Cl:23])=[C:20]([Cl:22])[Cl:21])=[CH:10][C:9]=1[OH:24])=O>C(O)C>[NH2:6][CH2:7][C:8]1[C:13]([C:14]([Cl:18])=[C:15]([Cl:17])[Cl:16])=[CH:12][C:11]([C:19]([Cl:23])=[C:20]([Cl:21])[Cl:22])=[CH:10][C:9]=1[OH:24]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 866011692-Chloro-N-[2-hydroxy-4,6-bis(trichlorovinyl)benzyl]acetamide

Product 1

HCID 104075072-(Aminomethyl)-3,5-bis(trichlorovinyl)phenol

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
85 °C

Procedure

To a solution of 0.2 mL ethanol and 60 μL conc. hydrochloric acid was added 0.025 g (0.05 mmol) of the product of Step E and the reaction mixture was stirred and heated to 85° C. using an external oil bath overnight. The reaction mixture was then cooled to room temperature and evaporated in vacuo. The residue was triturated with ether and dried overnight in vacuo to afford the title compound as a white crystalline solid.

Workup

  1. customovernight
  2. temperatureThe reaction mixture was then cooled to room temperature
  3. customevaporated in vacuo
  4. customThe residue was triturated with ether
  5. customdried overnight in vacuo

Sources & evidence

ORD record
ord-83da8af6df72429ba60f88e591b24eae
Source dataset
uspto-grants-2010_11
Patent number
US07834062B2

Reaction notes

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