Triphenylphosphine → 1253926-44-1

HRID 1754941Notes

Reaction equation

HRID 1754941 reaction equation
[CH3:1][N:2]([CH3:7])[CH2:3][CH2:4][CH2:5][OH:6].CCOC(/N=N/C(OCC)=O)=O.[Br:20][C:21]1[CH:26]=[CH:25][C:24](O)=[CH:23][C:22]=1[CH3:28].C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>C1COCC1>[Br:20][C:21]1[CH:26]=[CH:25][C:24]([O:6][CH2:5][CH2:4][CH2:3][N:2]([CH3:7])[CH3:1])=[CH:23][C:22]=1[CH3:28]

Participants

6

Reactant 4

HCID 11776TriphenylphosphineHCID 728574-Bromo-m-cresolHCID 766463-(Dimethylamino)-1-propanolHCID 5462977Diethyl azodicarboxylate

Product 1

HCID 668183011253926-44-1Yield 61%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

3-Dimethylamino-propan-1-ol (251 μL, 2.14 mmol) and DEAD (973 μL, 2.14 mmol) were added to a solution of 4-bromo-3-methyl-phenol (200 mg, 1.07 mmol) and PPh3 (561 mg, 2.14 mmol) in THF (10 mL) at 0° C. The mixture was stirred for two hours and then concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography to give [3-(4-bromo-3-methyl-phenoxy)-propyl]-dimethyl-amine (176 mg, 61%).

Workup

  1. concentrationconcentrated under reduced pressure
  2. customThe resulting residue was purified by silica gel column chromatography

Sources & evidence

ORD record
ord-f34a9413b6b143a485d74e7f353e22bb
Source dataset
uspto-grants-2015_10
Patent number
US09169254B2

Reaction notes

Loading…