Phosphorus tribromide → HCID 118131091, compound

HRID 634394Notes

Reaction equation

HRID 634394 reaction equation
P(Br)(Br)[Br:2].[CH2:5]([C:12]1[C:21]2[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=2)[C:15](=[O:22])[O:14][C:13]=1[CH:23](O)[CH3:24])[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1>C(Cl)Cl>[CH2:5]([C:12]1[C:21]2[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=2)[C:15](=[O:22])[O:14][C:13]=1[CH:23]([Br:2])[CH3:24])[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1

Participants

4

Reactant 2

HCID 24614Phosphorus tribromideHCID 118131132HCID 118131132, compound

Product 1

HCID 118131091HCID 118131091, compoundYield 2.9%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

1 M PBr3 in DCM (0.105 mL, 1.105 mmol) was added to 4-benzyl-3-(1-hydroxyethyl)-1H-isochromen-1-one (Intermediate B14, 625 mg, 2.230 mmol) in DCM (2 ml) at RT. Reaction mixture was straightforward purified on Biotage SNAP 25 g silica cartridge with a gradient of hexane and EtOAc to give the title compound (22 mg, 2.9%).

Workup

  1. customReaction mixture
  2. customwas straightforward purified on Biotage SNAP 25 g silica cartridge with a gradient of hexane and EtOAc

Sources & evidence

ORD record
ord-8fb3bdad16ca4bbd84cb603f2c71017d
Source dataset
uspto-grants-2016_04
Patent number
US09321776B2

Reaction notes

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