1-Butanaminium, N,N,N-tributyl-, azide → HCID 123281013, compound

HRID 2272944Notes

Reaction equation

HRID 2272944 reaction equation
[CH2:1]([O:8][C:9]([CH:11]1[C:17](=[C:18]2[CH2:22][CH:21]([CH2:23]I)[O:20][C:19]2=[O:25])[O:16][C@H:15]2[N:12]1[C:13](=[O:26])[CH2:14]2)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[N-:27]=[N+:28]=[N-:29].C([N+](CCCC)(CCCC)CCCC)CCC>O1CCCC1>[CH2:1]([O:8][C:9]([CH:11]1[C:17](=[C:18]2[CH2:22][CH:21]([CH2:23][N:27]=[N+:28]=[N-:29])[O:20][C:19]2=[O:25])[O:16][C@H:15]2[N:12]1[C:13](=[O:26])[CH2:14]2)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 57432321-Butanaminium, N,N,N-tributyl-, azideHCID 70663156HCID 70663156, compound

Product 1

HCID 123281013HCID 123281013, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A mixture of the compound of Example 41 (500 mg), 50 ml of tetrahydrofuran and tetrabutylammonium azide (364 mg) is stirred at room temperature for 30 minutes. The mixture is partitioned between ethyl acetate and brine. The organic phase is separated, washed with brine, dried (MgSO4) and stripped of the solvents. The residue is subjected to chromatography over an SiO2 column using toluene/t-butyl methyl ether (12/1). The title compound is obtained as an oil, having characterization data as indicated below.

Workup

  1. customThe mixture is partitioned between ethyl acetate and brine
  2. customThe organic phase is separated
  3. washwashed with brine
  4. dry with materialdried (MgSO4)

Sources & evidence

ORD record
ord-1efe9aef0d6c4c8391d51d8e34cca901
Source dataset
uspto-grants-2015_09
Patent number
US09120808B2

Reaction notes

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