Triphenylphosphine → 3-Amino-1-(diphenylmethyl)azetidine

HRID 323605

Reaction equation

HRID 323605 reaction equation
[N:1]([CH:4]1[CH2:7][N:6]([CH:8]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[CH2:5]1)=[N+]=[N-].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>O>[CH:8]([N:6]1[CH2:7][CH:4]([NH2:1])[CH2:5]1)([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)[C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=1

Participants

4

Reactant 2

HCID 11776TriphenylphosphineHCID 155126523-Azido-1-benzhydrylazetidine

Product 1

HCID 57445463-Amino-1-(diphenylmethyl)azetidine

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of 10 (5.7 g, 21.6 mmol), triphenylphosphine (11.3 g, 43 mmol) and water (5 ml) was heated to reflux for 24 hours. After cooling to room temperature the solvent was removed in vacuo and the residue purified by chromatography on silica gel (90:9:1 CHCl3:MeOH:NH4OH).

Workup

  1. temperatureto reflux for 24 hours
  2. customwas removed in vacuo
  3. customthe residue purified by chromatography on silica gel (90:9:1 CHCl3:MeOH:NH4OH)

Sources & evidence

ORD record
ord-f60b66a271f9493a9e18eb43c1e0e25d
Source dataset
uspto-grants-2001_04
Patent number
US06214832B1

Linked notes

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