Potassium Hydroxide → 1,2-dihydro-2-diphenylmethyl-3H-indazol-3-one

HRID 1681688Notes

Reaction equation

C([N:6]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[C:8](=[O:15])[N:7]1[CH:16]([C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)(OCC)=O.[OH-].[K+]>C(O)C.O>[C:23]1([CH:16]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[N:7]2[C:8](=[O:15])[C:9]3[C:14](=[CH:13][CH:12]=[CH:11][CH:10]=3)[NH:6]2)[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=1

Participants

Conditions

Temperature: 80 °C

Procedure

A solution of 1,2-dihydro-1-carboethoxy-2-diphenylmethyl-3H-indazol-3-one (1.4 g) in ethanol (15 ml) containing potassium hydroxide (820 mg) was heated at 80° C. for 30 minutes. The reaction mixture was diluted with water (50 ml) and extracted with ether. The extracts were discarded. The aqueous phase was acidified to pH2 with 2M hydrochloric acid and extracted with methylene chloride. These extracts were dried (MgSO4) and evaporated. The residue was recrystallised from acetone/ether to give 1,2-dihydro-2-diphenylmethyl-3H-indazol-3-one as a solid (0.6 g), m.p. 179-181° C.

Workup

extractionextracted with ether
extractionextracted with methylene chloride
dry with materialThese extracts were dried (MgSO4)
customevaporated
customThe residue was recrystallised from acetone/ether

Sources & evidence

ORD record: ord-2b1f232972134fe6816910a3d38a39b1
Source dataset: uspto-grants-1992_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05173496

Reaction notes

Loading…