Acetic Acid → HCID 5287551, compound

HRID 1061851Notes

Reaction equation

HRID 1061851 reaction equation
I.C[O:3][C:4]1[CH:24]=[CH:23][C:7]2[C:8]([C:11]3[CH:20]=[CH:19][C:18]4[C:13](=[CH:14][CH:15]=[C:16]([O:21]C)[CH:17]=4)[CH:12]=3)=[N:9][O:10][C:6]=2[CH:5]=1.C(O)(=O)C.C(OC(=O)C)(=O)C>O>[OH:21][C:16]1[CH:17]=[C:18]2[C:13](=[CH:14][CH:15]=1)[CH:12]=[C:11]([C:8]1[C:7]3[CH:23]=[CH:24][C:4]([OH:3])=[CH:5][C:6]=3[O:10][N:9]=1)[CH:20]=[CH:19]2

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 7918Acetic AnhydrideHCID 24841Hydrogen iodideHCID 11381188HCID 11381188, compound

Product 1

HCID 5287551HCID 5287551, compoundYield 97.3%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
160 °C

Procedure

Hydriotic acid (57% w/w aq., 10 mL) was added into a mixture of 6-methoxy-3-(6-methoxy-2-naphthyl)-1,2-benzisoxazole (1.0 g, 3.3 mmol), acetic acid (10 mL) and acetic anhydride (5 mL). The reaction mixture was stirred at 160° C. for 2 h, and then cooled to room temperature and poured into water. The precipitated solid was filtered off and dried to give a yellow solid (0.89 g, 91% yield, m.p. 280-282° C.); MS m/e 278 (M+H)+.

Workup

  1. temperaturecooled to room temperature
  2. filtrationThe precipitated solid was filtered off
  3. customdried

Sources & evidence

ORD record
ord-70796fdb1cec4d0292a39eae54e36bc4
Source dataset
uspto-grants-2005_11
Patent number
US06960607B2

Reaction notes

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