Hydrochloric Acid → 2-(6-Bromobenzo[d]isoxazol-3-yl)benzaldehyde

HRID 475427Notes

Reaction equation

HRID 475427 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[CH:16](OCC)[O:17]CC)=O)=[C:4]([O:23][N:24]=C(C)C)[CH:3]=1.Cl.O>C(O)C>[Br:1][C:2]1[CH:7]=[CH:6][C:5]2[C:8]([C:10]3[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=3[CH:16]=[O:17])=[N:24][O:23][C:4]=2[CH:3]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 86675994HCID 86675994, compound2×

Product 1

HCID 866759952-(6-Bromobenzo[d]isoxazol-3-yl)benzaldehydeYield 95.8%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
70 °C

Procedure

To a stirred solution of (4-bromo-2-(propan-2-ylideneaminooxy)phenyl)(2-(diethoxymethyl)phenyl)methanone (Compound 3a) (18 g) in ethanol (50 mL) at 70° C. was added 2M hydrochloric acid (25 mL). The mixture was stirred at 70° C. for 20 min forming a thick suspension. Water (500 mL) was added and the resultant solid filtered off and dried in vacuo at 50° C. to give the title compound (12 g).

Workup

  1. customforming a thick suspension
  2. filtrationthe resultant solid filtered off
  3. customdried in vacuo at 50° C.

Sources & evidence

ORD record
ord-f92b9a0b86154915af1ac20135b377ea
Source dataset
uspto-grants-2014_01
Patent number
US08637551B2

Reaction notes

Loading…