Ethyl orthoformate → HCID 68108999, compound

HRID 385126Notes

Reaction equation

HRID 385126 reaction equation
C([C:3]1[CH:4]=[C:5]([CH:17]=[C:18]([C:22]([F:25])([F:24])[F:23])[C:19]=1[O:20][CH3:21])[C:6]([N:8]1[C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=2[S:10][CH2:9]1)=[O:7])=O.[CH:26]([O:33][CH2:34][CH3:35])([O:30][CH2:31][CH3:32])OCC>C(O)C>[CH2:34]([O:33][CH:26]([O:30][CH2:31][CH3:32])[C:3]1[CH:4]=[C:5]([CH:17]=[C:18]([C:22]([F:23])([F:25])[F:24])[C:19]=1[O:20][CH3:21])[C:6]([N:8]1[C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=2[S:10][CH2:9]1)=[O:7])[CH3:35]

Participants

4

Reactant 2

HCID 31214Ethyl orthoformateHCID 866681793-(3-Formyl-4-methoxy-5-trifluoromethylbenzoyl)-2,3-dihydro-1,3-benzothiazole

Product 1

HCID 68108999HCID 68108999, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

3-(3-formyl-4-methoxy-5-trifluoromethylbenzoyl)-2,3-dihydro-1,3-benzothiazole (277 mg) was dissolved in ethanol (1.5 mL) and triethyl orthoformate (0.16 mL), Amberlyst-15 (27 mg) was added to the solution, and then the mixture was refluxed for 3.5 hours. The reaction solution was filtered, and then the solvent was distilled off under reduced pressure to obtain the title compound (326 mg) as a yellow oily substance.

Workup

  1. temperaturethe mixture was refluxed for 3.5 hours
  2. filtrationThe reaction solution was filtered
  3. distillationthe solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-09e14a49c86c425fa3759f2bdd811d9b
Source dataset
uspto-grants-2013_02
Patent number
US08367843B2

Reaction notes

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