Hydrochloric Acid → HCID 67148710, compound

HRID 2428153Notes

Reaction equation

HRID 2428153 reaction equation
Cl.C(OC(=O)[N:8]([CH2:12][C:13]1[CH:18]=[C:17]([CH2:19][O:20][C:21](=[O:24])[NH:22][CH3:23])[CH:16]=[CH:15][C:14]=1[Cl:25])[CH:9]1[CH2:11][CH2:10]1)(C)(C)C>C(Cl)Cl>[Cl:25][C:14]1[CH:15]=[CH:16][C:17]([CH2:19][O:20][C:21](=[O:24])[NH:22][CH3:23])=[CH:18][C:13]=1[CH2:12][NH:8][CH:9]1[CH2:11][CH2:10]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 67148753HCID 67148753, compound

Product 1

HCID 67148710HCID 67148710, compoundYield 98%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Conditions

Temperature
0 °C

Procedure

HCl (4M in dioxane, 35 mL) was added to a sol. of (2-chloro-5-methylcarbamoyloxymethyl-benzyl)-cyclopropyl-carbamic acid tert-butyl ester (3.48 g, 9.43 mmol) in CH2Cl2 (35 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 (2.48 g, 98%) that was used further without purification. LC-MS: tR=0.61 min; ES+: 310.38.

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-11e4671ca4774e87af96f1f03dd0cf8a
Source dataset
uspto-grants-2011_06
Patent number
US07968720B2

Reaction notes

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