4-Bromobenzophenone → HCID 14072044, compound

HRID 2165863Notes

Reaction equation

Br[C:2]1[CH:15]=[CH:14][C:5]([C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)=[O:7])=[CH:4][CH:3]=1.[C:16]1(=[O:21])[NH:20][CH2:19][CH2:18][CH2:17]1.C([O-])([O-])=O.[K+].[K+].C1(C)C=CC=CC=1.C(OCC)(=O)C>C(OCC)(=O)C>[C:6]([C:5]1[CH:14]=[CH:15][C:2]([N:20]2[CH2:19][CH2:18][CH2:17][C:16]2=[O:21])=[CH:3][CH:4]=1)(=[O:7])[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

Participants

Conditions

Temperature: 140 °C

Procedure

2.61 g (0.01 mole) of 4-bromobenzophenone and 1.13 ml of butyrolactam (0.015 mole) are fused together at 180° C., and 1.4 g of K2CO3 and 0.63 g of Cu powder are added. The mixture is stirred at this temperature for 2 h, allowed to cool to 140° C. and then dissolved in ethyl acetate. Chromatography on silica gel eluting with toluene/ethyl acetate provides N-(4-benzoylphenyl)-2-pyrrolidinone of melting point 162°-164° C., which is immediately dissolved in 10 ml of methanol and 10 ml of 5 N NaOH and boiled under reflux for about 2 h. After the methanol has been removed by distillation, the mixture is acidified to pH 5, and the product is filtered off with suction. Melting point: 156°-158° C.

Workup

customare fused together at 180° C.

Sources & evidence

ORD record: ord-d50239500ac74ea0b1270729510808ac
Source dataset: uspto-grants-1990_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04942176

Reaction notes

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