Hydrochloric Acid → HCID 44315704, compound

HRID 880823Notes

Reaction equation

HRID 880823 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:9]2[NH:15][C:14](=[O:16])[C:13]3[CH:17]=[CH:18][CH:19]=[CH:20][C:12]=3[O:11][CH:10]=2)[CH:6]=[CH:7][CH:8]=1.[H-].[Na+].Cl.O>O1CCOCC1>[OH:11][C:10]1[C:17]2[C:13](=[CH:12][CH:20]=[CH:19][CH:18]=2)[C:14](=[O:16])[NH:15][C:9]=1[C:5]1[CH:6]=[CH:7][CH:8]=[C:3]([O:2][CH3:1])[CH:4]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 24758Sodium hydrideHCID 66819608HCID 66819608, compound

Product 1

HCID 44315704HCID 44315704, compoundYield 82%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
100 °C

Procedure

To a suspension of 1 g (3.74 mmol) of 3-(3-Methoxy-phenyl)-4H-benzo[f][1,4]oxazepin-5-one in dioxane (20 mL), 0.225 g (5.6 mmol) of sodium hydride (60% dispersion in mineral oil) were added under strictly oxygen-free atmosphere and the mixture was heated at 100° C. for 45 min. After cooling to room temperature, 2N hydrochloric acid was added till pH 1 then water was added until complete precipitation of the product was reached. The solid was filtered, washed with water and dried in vacuo, affording 0.82 g of the title compound (82%).

Workup

  1. additionwere added under strictly oxygen-free atmosphere
  2. temperatureAfter cooling to room temperature
  3. filtrationThe solid was filtered
  4. washwashed with water
  5. customdried in vacuo

Sources & evidence

ORD record
ord-a80efa645dbf466d98a5e7b4c4c1d54f
Source dataset
uspto-grants-2015_03
Patent number
US08993594B2

Reaction notes

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