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

HRID 1856652Notes

Reaction equation

HRID 1856652 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 12 (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-168146055cc849ecb9d39135d773a28a
Source dataset
uspto-grants-2000_11
Patent number
US06143750

Reaction notes

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