Hydrochloric Acid → HCID 66958556, compound

HRID 1619110Notes

Reaction equation

HRID 1619110 reaction equation
Cl.[Br:2][C:3]1[CH:11]=[C:10]2[C:6]([C:7]([CH2:22][CH2:23][O:24]C3CCCCO3)([CH2:13][CH2:14][O:15]C3CCCCO3)[C:8](=[O:12])[NH:9]2)=[CH:5][CH:4]=1.O>O1CCOCC1>[Br:2][C:3]1[CH:11]=[C:10]2[C:6]([C:7]([CH2:13][CH2:14][OH:15])([CH2:22][CH2:23][OH:24])[C:8](=[O:12])[NH:9]2)=[CH:5][CH:4]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 66958713HCID 66958713, compound

Product 1

HCID 66958556HCID 66958556, compoundYield 50.5%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
60 °C

Procedure

5M Aqueous hydrochloric acid (5M, 1.50 mL) was added to a stirred solution of 6-bromo-3,3-bis(2-(tetrahydro-2H-pyran-2-yloxy)ethyl)indolin-2-one (preparation 18a, 0.62 g, 1.32 mmol) in 1,4-dioxane (3 mL) at room temperature and then mixture was stirred and heated to 60° C. After 2 hours, the mixture was cooled and water was added to the mixture. The mixture was extracted with diethyl ether and the aqueous phase was evaporated in vacuo to give the title compound (0.20 g, 50%) as a solid.

Workup

  1. temperaturethe mixture was cooled
  2. extractionThe mixture was extracted with diethyl ether
  3. customthe aqueous phase was evaporated in vacuo

Sources & evidence

ORD record
ord-92c0b8cda2e446eab79a7276794061bc
Source dataset
uspto-grants-2014_07
Patent number
US08772288B2

Reaction notes

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