Benzoyl Peroxide → HCID 54161484, compound

HRID 850335Notes

Reaction equation

[C:1]([O:5][C:6](=[O:23])[CH2:7][C:8]1[CH:13]=[C:12]([C:14]([CH3:17])([CH3:16])[CH3:15])[C:11]([OH:18])=[C:10]([C:19]([CH3:22])([CH3:21])[CH3:20])[CH:9]=1)([CH3:4])([CH3:3])[CH3:2].[Br:24]N1C(=O)CCC1=O.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>C(Cl)(Cl)(Cl)Cl>[C:1]([O:5][C:6](=[O:23])[CH:7]([C:8]1[CH:9]=[C:10]([C:19]([CH3:22])([CH3:21])[CH3:20])[C:11]([OH:18])=[C:12]([C:14]([CH3:17])([CH3:16])[CH3:15])[CH:13]=1)[Br:24])([CH3:3])([CH3:4])[CH3:2]

Participants

Conditions

Temperature: 60 °C

Procedure

To a solution of Intermediate 18 (1.0314 g, 3.22 mmol) in 7.3 mL CCl4 was added N-bromosuccinimide (0.5827 g) and a catalytic amount of benzoyl peroxide. The reaction was heated to 60° C. overnight. The solvent was removed in vacuo. The residue was taken up in ethyl acetate, washed with water and brine, dried over MgSO4, and concentrated to an orange oil (0.8654 g, 2.17 mmol), which was used in the next step without further purification.

Workup

customThe solvent was removed in vacuo
washwashed with water and brine
dry with materialdried over MgSO4
customwas used in the next step without further purification

Sources & evidence

ORD record: ord-0ce330ad76c646dd803ca64e3cbe2446
Source dataset: uspto-grants-2000_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06017918

Reaction notes

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