Benzoyl Peroxide → HCID 59218436, compound

HRID 2235629Notes

Reaction equation

HRID 2235629 reaction equation
Br[CH2:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[C:9]([CH3:14])([CH3:13])[CH2:8][CH2:7][C:6]2([CH2:17][CH3:18])[CH2:15][CH3:16].CS(C1C=C(C=CC=1OC(F)(F)F)C[O:27][C:28]1[CH:33]=[CH:32][C:31]([C@@H:34]([C:39]2[CH:43]=[CH:42][O:41][N:40]=2)[CH2:35][C:36]([OH:38])=[O:37])=[CH:30][CH:29]=1)(=O)=O.C1C(=O)N(Br)C(=O)C1.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>C(Cl)(Cl)(Cl)Cl>[CH2:15]([C:6]1([CH2:17][CH3:18])[C:5]2[CH:4]=[C:3]([CH2:2][O:27][C:28]3[CH:33]=[CH:32][C:31]([C@@H:34]([C:39]4[CH:43]=[CH:42][O:41][N:40]=4)[CH2:35][C:36]([OH:38])=[O:37])=[CH:30][CH:29]=3)[CH:12]=[CH:11][C:10]=2[C:9]([CH3:14])([CH3:13])[CH2:8][CH2:7]1)[CH3:16]

Participants

6

Reactant 4

HCID 7187Benzoyl PeroxideHCID 67184N-bromobutanimideHCID 57835884HCID 57835884, compoundHCID 59300572HCID 59300572, compound

Product 1

HCID 59218436HCID 59218436, compound

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

6-(Bromomethyl)-4,4-diethyl-1,1-dimethyl-1,2,3,4-tetrahydronaphthalene (44.2) Starting material 44.1 was prepared according to the published procedure of Kim, C. et al. (Tetrahedron. Lett. 1994, 35 (19), 3017-3020). A mixture of 44.1 (0.5 g, 2.17 mmol), NBS (0.58 g, 3.25 mmol), and dibenzoyl peroxide (53 mg) in CCl4 (10 mL) was heated at reflux for 5 hours. The reaction was cooled, and the precipitate was filtered out. The solvent was removed providing crude 44.2, which was used directly in the next step.

Workup

  1. customwas prepared
  2. temperaturewas heated
  3. temperatureat reflux for 5 hours
  4. temperatureThe reaction was cooled
  5. filtrationthe precipitate was filtered out
  6. customThe solvent was removed
  7. customproviding crude 44.2, which

Sources & evidence

ORD record
ord-5cadc8c0454e408dafb8e3839dd88f0a
Source dataset
uspto-grants-2010_05
Patent number
US07714008B2

Reaction notes

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