Carbon tetrabromide → HCID 59560812, compound
Reaction equation
[C:1]([Br:5])(Br)(Br)[Br:2].C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.[CH2:25]([O:37][C:38]1[CH:39]=[C:40]([CH:43]=[CH:44][C:45]=1[O:46][CH2:47][CH2:48][CH2:49][CH2:50][CH2:51][CH2:52][CH2:53][CH2:54][CH2:55][CH2:56][CH2:57][CH3:58])[CH:41]=O)[CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH3:36]>C(Cl)Cl>[Br:2][C:1]([Br:5])=[CH:41][C:40]1[CH:43]=[CH:44][C:45]([O:46][CH2:47][CH2:48][CH2:49][CH2:50][CH2:51][CH2:52][CH2:53][CH2:54][CH2:55][CH2:56][CH2:57][CH3:58])=[C:38]([O:37][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH3:36])[CH:39]=1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
To a well stirred solution of CBr4 (6.99 g, 21.1 mmol) in dry CH2Cl2 at 0° C. was added PPh3 (11.05 g, 42.1 mmol) and 3,4-bis-dodecyloxy-benzaldehyde (10.0 g, 21.1 mmol). The resulting mixture was stirred for 1 h at ambient temperature. The reaction mixture was solidified during the time. The solid was dissolved in CH2Cl2, washed with H2O, and dried over anhydrous MgSO4. The solvent was removed under reduced pressure to give an off-white solid. The product was further purified by column chromatography (silica gel, hexanes:dichloromethane=2:1 (v/v)) to give a yellowish white solid (11.37 g, 85.6%).
Workup
- washwashed with H2O
- dry with materialdried over anhydrous MgSO4
- customThe solvent was removed under reduced pressure
- customto give an off-white solid
- customThe product was further purified by column chromatography (silica gel, hexanes:dichloromethane=2:1 (v/v))
Sources & evidence
- ORD record
- ord-37cc5631b857448a86496b297bb1182d
- Source dataset
- uspto-grants-2010_11
- Patent number
- US07842830B2
Reaction notes
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