Hydrochloric Acid → HCID 58288333, compound

HRID 1476126Notes

Reaction equation

HRID 1476126 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2([CH2:16][C:17]([O:19][CH2:20][CH3:21])=[O:18])[CH2:11][C:10](OC)([O:12]C)[CH2:9]2)=[CH:4][C:3]=1[N:22]([CH2:30][C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1)[CH2:23][C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1.Cl>C1COCC1.O.C(OCC)(=O)C>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2([CH2:16][C:17]([O:19][CH2:20][CH3:21])=[O:18])[CH2:9][C:10](=[O:12])[CH2:11]2)=[CH:4][C:3]=1[N:22]([CH2:30][C:31]1[CH:32]=[CH:33][CH:34]=[CH:35][CH:36]=1)[CH2:23][C:24]1[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=1

Participants

6

Reactant 2

HCID 313Hydrochloric AcidHCID 58288394HCID 58288394, compound

Product 1

HCID 58288333HCID 58288333, compound

Reagents, catalysts & solvents 3

HCID 962WaterSolventHCID 8028TetrahydrofuranSolventHCID 8857Ethyl AcetateSolvent

Conditions

Temperature
50 °C

Procedure

770 mg (1.52 mmol) of ethyl {1-[4-chloro-3-(dibenzylamino)phenyl]-3,3-dimethoxycyclobutyl}-acetate were dissolved in 10 ml of THF, 2 ml of 1 M hydrochloric acid were added and the mixture was stirred at 50° C. for 1 h. The reaction solution was then diluted with 10 ml of water and 10 ml of ethyl acetate. The phases were separated, and the organic phase was then dried over magnesium sulphate, filtered and concentrated to dryness using a rotary evaporator. This gave 607 mg of the title compound (87% of theory).

Workup

  1. customThe phases were separated
  2. dry with materialthe organic phase was then dried over magnesium sulphate
  3. filtrationfiltered
  4. concentrationconcentrated to dryness
  5. customa rotary evaporator

Sources & evidence

ORD record
ord-e75189e9541646dabd2e9ab4addf870e
Source dataset
uspto-grants-2015_04
Patent number
US09018414B2

Reaction notes

Loading…