Water → HCID 57987643, compound

HRID 1869817Notes

Reaction equation

HRID 1869817 reaction equation
C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.[Br:20]Br.[Cl:22][C:23]1[CH:28]=[CH:27][CH:26]=[C:25]([Cl:29])[C:24]=1[C:30]1[CH:31]=[C:32]2[C:37](=[CH:38][CH:39]=1)[CH:36]=[C:35]([CH2:40]O)[CH:34]=[CH:33]2.O>C(Cl)Cl>[Br:20][CH2:40][C:35]1[CH:34]=[CH:33][C:32]2[C:37](=[CH:38][CH:39]=[C:30]([C:24]3[C:23]([Cl:22])=[CH:28][CH:27]=[CH:26][C:25]=3[Cl:29])[CH:31]=2)[CH:36]=1

Participants

6

Reactant 4

HCID 962WaterHCID 11776TriphenylphosphineHCID 24408BromineHCID 57987644HCID 57987644, compound

Product 1

HCID 57987643HCID 57987643, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To a solution of PPh3 (0.251 g) in CH2Cl2 (1 ml) is added drop by drop, at 0° C., a solution of bromine (0.049 ml) in CH2Cl2 (1 ml). After 30 min, [6-(2,6-dichlorophenyl)-2-naphthyl]methanol 287 (0.242 g) is added. The mixture is stirred, under argon, at RT for 6 h. Water (2 ml) is added. The aqueous phase is extracted with CH2Cl2 (3×5 ml). The organic phases are dried over MgSO4 and evaporated under vacuum. The residue is purified by silica gel chromatography using AcOEt/cyclohexane 40/60 as eluent.

Workup

  1. customat 0° C.
  2. extractionThe aqueous phase is extracted with CH2Cl2 (3×5 ml)
  3. dry with materialThe organic phases are dried over MgSO4
  4. customevaporated under vacuum
  5. customThe residue is purified by silica gel chromatography

Sources & evidence

ORD record
ord-81bdf5e2ce124c8bb8ae3ec37415094f
Source dataset
uspto-grants-2009_12
Patent number
US07638630B2

Reaction notes

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