Succinimide → HCID 18430869, compound

HRID 1278608Notes

Reaction equation

HRID 1278608 reaction equation
[CH2:1]([N:8]1[CH2:13][CH2:12][N:11]([CH2:14][CH2:15][CH2:16]O)[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[CH2:37]1[C:42](=[O:43])[NH:41][C:39](=[O:40])[CH2:38]1.CCOC(/N=N/C(OCC)=O)=O>O1CCCC1>[CH2:1]([N:8]1[CH2:9][CH2:10][N:11]([CH2:14][CH2:15][CH2:16][N:41]2[C:42](=[O:43])[CH2:37][CH2:38][C:39]2=[O:40])[CH2:12][CH2:13]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

6

Reactant 4

HCID 11439SuccinimideHCID 11776TriphenylphosphineHCID 5462977Diethyl azodicarboxylateHCID 13097926HCID 13097926, compound

Product 1

HCID 18430869HCID 18430869, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a mixture of 3-(4-benzylpiperazin-1-yl)propan-1-ol (48.5 g/0.21 mol), triphenylphosphine (81.6 g/0.31 mol), succimide (30.7 g/0.31 mol) in tetrahydrofuran (1000 ml) was added dropwise diethylazodicarboxylate (49.0 ml/0.31 mol) and the mixture was stand overnight. The solvent was removed in vacuo and the residue was purified by column chromatography (Si/230-400 mesh/dichloromethane:methanol=15:1) to give a colorless oil (55.1 g/83%).

Workup

  1. customThe solvent was removed in vacuo
  2. customthe residue was purified by column chromatography (Si/230-400 mesh/dichloromethane:methanol=15:1)
  3. customto give a colorless oil (55.1 g/83%)

Sources & evidence

ORD record
ord-23bb38defc3440e9a0d6e00e3baf297b
Source dataset
uspto-grants-2002_09
Patent number
US06444677B2

Reaction notes

Loading…