Sulfuric Acid → HCID 54159145, compound

HRID 1109302Notes

Reaction equation

[C:1]([C:5]1[CH:6]=[C:7]([CH:15]=[C:16]([C:19]([CH3:22])([CH3:21])[CH3:20])[C:17]=1[OH:18])[CH:8]=[C:9]1[CH2:13][CH2:12][NH:11][C:10]1=[O:14])([CH3:4])([CH3:3])[CH3:2].S(=O)(=O)(O)[OH:24].CC[O:30][CH2:31][CH3:32].CCCC[CH2:37][CH3:38]>C(OC(=O)C)(=O)C>[C:37]([N:11]1[CH2:12][CH2:13][C:9](=[CH:8][C:7]2[CH:6]=[C:5]([C:1]([CH3:4])([CH3:3])[CH3:2])[C:17]([O:18][C:31](=[O:30])[CH3:32])=[C:16]([C:19]([CH3:22])([CH3:21])[CH3:20])[CH:15]=2)[C:10]1=[O:14])(=[O:24])[CH3:38]

Participants

Conditions

Temperature: 170 °C

Procedure

To a solution of 450 mg (1.5 mmol) of 3-(3,5-di-tert-butyl-4-hydroxybenzylidene)pyrrolidin-2-one in 10 ml of acetic anhydride was added 0.3 ml of conc. sulfuric acid and heated at 170° C. for 3 hours. The reaction mixture was evaporated under reduced pressure to give a residue, which was powdered with a ether/n-hexane mixture to give 505 mg of the objective crude compound as brown powder. This was employed for the subsequent reaction without purification.

Workup

customThe reaction mixture was evaporated under reduced pressure
customto give a residue, which

Sources & evidence

ORD record: ord-1a3a0a85cd004584adb6798174428a25
Source dataset: uspto-grants-1994_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05319100

Reaction notes

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