Hydrochloric Acid → HCID 67148684, compound

HRID 2428155Notes

Reaction equation

HRID 2428155 reaction equation
Cl.C(OC(=O)[N:8]([CH2:12][C:13]1[CH:18]=[C:17]([CH2:19][CH2:20][O:21][C:22](=[O:25])[NH:23][CH3:24])[CH:16]=[CH:15][C:14]=1[Cl:26])[CH:9]1[CH2:11][CH2:10]1)(C)(C)C>C(Cl)Cl>[Cl:26][C:14]1[CH:15]=[CH:16][C:17]([CH2:19][CH2:20][O:21][C:22](=[O:25])[NH:23][CH3:24])=[CH:18][C:13]=1[CH2:12][NH:8][CH:9]1[CH2:11][CH2:10]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 67148615HCID 67148615, compound

Product 1

HCID 67148684HCID 67148684, compoundYield 112.2%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Conditions

Temperature
0 °C

Procedure

HCl (4M in dioxane, 18 mL) was added to a sol. of [2-chloro-5-(2-methylcarbamoyloxy-ethyl)-benzyl]-cyclopropyl-carbamic acid tert-butyl ester (1.76 g, 4.60 mmol) in CH2Cl2 (18 mL) at 0° C. The mixture was stirred for 2 h at 0° C., and more CH2Cl2 was added. The mixture was washed with aq. 1M NaOH and brine. The org. layer was dried over MgSO4, filtered, and the solvents were removed under reduced pressure to yield the crude title compound (1.46 g, quantitative yield) that was used further without purification. LC-MS: tR=0.64 min; ES+: 283.40.

Workup

  1. washThe mixture was washed with aq. 1M NaOH and brine
  2. dry with materiallayer was dried over MgSO4
  3. filtrationfiltered
  4. customthe solvents were removed under reduced pressure

Sources & evidence

ORD record
ord-04f51e6a021349cd914fc06e125164b1
Source dataset
uspto-grants-2011_06
Patent number
US07968720B2

Reaction notes

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