Acetic Acid → HCID 24738239, compound

HRID 222434Notes

Reaction equation

HRID 222434 reaction equation
C([O:3][C:4](=[O:35])[CH2:5][C:6]1[CH:11]=[CH:10][C:9]([N:12]2[C:20](=[O:21])[C:19]3[C:18]([O:22][CH:23]([CH3:25])[CH3:24])=[C:17]4[CH:26]=[CH:27][CH:28]=[CH:29][C:16]4=[C:15]([O:30][CH:31]([F:33])[F:32])[C:14]=3[C:13]2=[O:34])=[CH:8][CH:7]=1)C.C(O)(=O)C.Cl>O>[F:33][CH:31]([F:32])[O:30][C:15]1[C:14]2[C:13](=[O:34])[N:12]([C:9]3[CH:10]=[CH:11][C:6]([CH2:5][C:4]([OH:35])=[O:3])=[CH:7][CH:8]=3)[C:20](=[O:21])[C:19]=2[C:18]([O:22][CH:23]([CH3:25])[CH3:24])=[C:17]2[CH:26]=[CH:27][CH:28]=[CH:29][C:16]=12

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 313Hydrochloric AcidHCID 58231489HCID 58231489, compound

Product 1

HCID 24738239HCID 24738239, compoundYield 9%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Ethyl(4-{4-[(difluoromethyl)oxy]-9-[(1-methylethyl)oxy]-1,3-dioxo-1,3-dihydro-2H-benzo[f]isoindol-2-yl}phenyl)acetate (0.14 g, 0.289 mmol) was heated to 100° C. in a 1:1 mixture of acetic acid:2N aqueous hydrochloric acid (8 ml) for 1 hour. The reaction was cooled to room temperature. On addition of water, the resulting white solid was collected by filtration and washed with water. This was dried in the vacuum oven to give the title compound (0.120 g, 0.026 mmol). LC/MS: Rt=3.36, [MH]+ 456.

Workup

  1. filtrationthe resulting white solid was collected by filtration
  2. washwashed with water
  3. customThis was dried in the vacuum oven

Sources & evidence

ORD record
ord-f32ed37721c34442a8d8d87ed3cb3113
Source dataset
uspto-grants-2012_06
Patent number
US08207213B2

Reaction notes

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