Hydrochloric Acid → HCID 21480479, compound

HRID 1490108Notes

Reaction equation

HRID 1490108 reaction equation
[NH2:1][C:2]1[CH:15]=[CH:14][CH:13]=[CH:12][C:3]=1[C:4]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)=[O:5].Cl>C(O)(C)(C)C>[C:3]([NH:1][C:2]1[CH:15]=[CH:14][CH:13]=[CH:12][C:3]=1[C:4]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)=[O:5])([CH3:12])([CH3:4])[CH3:2]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 760802-Aminobenzophenone

Product 1

HCID 21480479HCID 21480479, compoundYield 43.8%

Reagents, catalysts & solvents 1

HCID 6386tert-ButanolSolvent

Procedure

A mixture of 2-aminobenzophenone (20 g), tert-butyl alcohol (100 ml) and 10M ethanolic hydrogen chloride (10 ml) was heated in a steel bomb at 120° C. for 20 minutes. After being cooled to room temperature, solvents were removed under vacuum and the residue was purified by flash chromatography (silica gel, hexane-toluene, 30:70) to give the title compound (5.62 g) as an oil, δH (360 MHz, CDCl3) 8.95 (1H, s), 7.61-7.28 (7H, m), 7.01 (1H, d, J=8.6 Hz), 6.48 (1H, t, J=7.4 Hz), 1.49 (9H, s); m/z (CI) 253 (M-).

Workup

  1. customsolvents were removed under vacuum
  2. customthe residue was purified by flash chromatography (silica gel, hexane-toluene, 30:70)

Sources & evidence

ORD record
ord-d16dabb15a91425d99971f635e20103b
Source dataset
uspto-grants-1997_10
Patent number
US05681833

Reaction notes

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