Hydrochloric Acid → HCID 11116645, compound

HRID 1296239Notes

Reaction equation

HRID 1296239 reaction equation
C(OC(=O)[NH:7][CH2:8][CH2:9][NH:10][C:11](=[O:19])[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[OH:18])(C)(C)C.Cl>C(Cl)Cl>[NH2:7][CH2:8][CH2:9][NH:10][C:11](=[O:19])[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[OH:18]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 47456092HCID 47456092, compound

Product 1

HCID 11116645HCID 11116645, compoundYield 98%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a stirring solution of [2-(2-hydroxy-benzoylamino)-ethyl]-carbamic acid tert-butyl ester (1.0 g, 3.57 mmol) in CH2Cl2 (20 mL) was added 2 M HCl (10.71 mL, 21.42 mmol). The reaction was stirred for 30 min and then conc in vacuo to yield a white solid. The solid was rinsed with Et2O and dissolved in 20 mL of MeOH. To the solution was added DiaionWaz21 J resin (5 g, Supelco). The solution was stirred for 30 min and then filtered. The filtrate was conc in vacuo to yield 629 mg (98%) of the product as a colorless oil. MS (ESI): 181 (M+H).

Workup

  1. customconc in vacuo to yield a white solid
  2. washThe solid was rinsed with Et2O
  3. dissolutiondissolved in 20 mL of MeOH
  4. additionTo the solution was added DiaionWaz21 J resin (5 g, Supelco)
  5. stirringThe solution was stirred for 30 min
  6. filtrationfiltered

Sources & evidence

ORD record
ord-e9d86e37ec8c468c8fc49fcdffcb9a81
Source dataset
uspto-grants-2007_07
Patent number
US07244843B2

Reaction notes

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