Hydrochloric Acid → HCID 67242907, compound

HRID 2239602Notes

Reaction equation

HRID 2239602 reaction equation
C(OC([NH:8][CH2:9][CH2:10][CH2:11][C:12]([O:14][C:15]1[C:20]([CH3:21])=[CH:19][CH:18]=[CH:17][C:16]=1[CH3:22])=[O:13])=O)(C)(C)C.[ClH:23]>C(Cl)Cl>[ClH:23].[NH2:8][CH2:9][CH2:10][CH2:11][C:12]([O:14][C:15]1[C:20]([CH3:21])=[CH:19][CH:18]=[CH:17][C:16]=1[CH3:22])=[O:13]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 9138898HCID 9138898, compound

Product 1

HCID 67242907HCID 67242907, compoundYield 86%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

2,6-Dimethylphenyl 4-[(tert-butoxycarbonyl)amino]butanoate (0.49 g, 1.594 mmol) was dissolved in DCM (20 ml) and HCl (4M in dioxane, 1.2 ml) was added dropwise at 0° C. The mixture was stirred for 30 minutes at 0-2° C. before the ice bath was removed and stirring was continued at rt. The mixture was evaporated in vacuum to give the title compound (0.371 g, 86%) as a white solid. It was used without further purification. 1H NMR (400 MHz, DMSO-d6): δ 1.88-1.96 (m, 2H), 2.07 (s, 6H), 2.80 (t, 2H), 2.85 (bs, 2H), 7.02-7.11 (m, 3H), 8.10 (bs, 3H).

Workup

  1. customwas removed
  2. customwas continued at rt
  3. customThe mixture was evaporated in vacuum

Sources & evidence

ORD record
ord-db80b332deff4c3e81004752da61af98
Source dataset
uspto-grants-2010_05
Patent number
US07723333B2

Reaction notes

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