Formic Acid → HCID 178487492, compound

HRID 392580Notes

Reaction equation

HRID 392580 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[CH:9]=[C:8]([C:13]([C:15]1[N:16]=[CH:17][N:18](C(C3C=CC=CC=3)(C3C=CC=CC=3)C3C=CC=CC=3)[CH:19]=1)=[O:14])[CH:7]=[CH:6]2.C(O)=O.[CH2:42]1[CH2:46]OC[CH2:43]1>>[NH:18]1[CH:19]=[C:15]([C:13]([C:8]2[CH:7]=[CH:6][C:5]3[C:10](=[CH:11][CH:12]=[C:3]([O:2][CH3:1])[CH:4]=3)[CH:9]=2)([OH:14])[CH:42]([CH3:46])[CH3:43])[N:16]=[CH:17]1

Participants

4

Reactant 3

HCID 284Formic AcidHCID 8028TetrahydrofuranHCID 11733735(6-Methoxynaphthalen-2-yl)-(1-trityl-1H-imidazol-4-yl)ketone

Product 1

HCID 178487492HCID 178487492, compound

Conditions

Temperature
50 °C

Procedure

(6-Methoxynaphthalen-2-yl)-(1-trityl-1H-imidazol-4-yl)ketone (15.0 g) was dissolved in THF (80 ml) and 90% formic acid (20 ml) was added. The mixture was stirred at 50° C. for 2 h and the solvent was evaporated. 1N Hydrochloric acid (60 ml) was added and the precipitate was filtrated. The filtrate was washed with ether and neutralized with potassium carbonate. The resulting precipitate was collected by filtration and dried under reduced pressure to give the title compound (7.54 g) as a colorless solid.

Workup

  1. customthe solvent was evaporated
  2. addition1N Hydrochloric acid (60 ml) was added
  3. filtrationthe precipitate was filtrated
  4. washThe filtrate was washed with ether and neutralized with potassium carbonate
  5. filtrationThe resulting precipitate was collected by filtration
  6. customdried under reduced pressure

Sources & evidence

ORD record
ord-acd1013aaac349c5bb3de64a8bc69a98
Source dataset
uspto-grants-2004_10
Patent number
US06800778B1

Reaction notes

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