N,N-Dimethylaniline → HCID 57838883, compound

HRID 732900Notes

Reaction equation

HRID 732900 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([OH:10])[CH:7]=[CH:8][CH:9]=1)([O-:3])=[O:2].C[N:12]([CH3:19])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.ClC(Cl)(O[C:24](=[O:30])OC(Cl)(Cl)Cl)Cl.[CH2:32]1COCC1>>[CH2:16]([CH:17]1[CH2:18][CH2:13][N:12]([C:24]([O:10][C:6]2[CH:7]=[CH:8][CH:9]=[C:4]([N+:1]([O-:3])=[O:2])[CH:5]=2)=[O:30])[CH2:19][CH2:32]1)[C:15]#[CH:14]

Participants

5

Reactant 4

HCID 949N,N-DimethylanilineHCID 8028Tetrahydrofuran2×HCID 111373-NitrophenolHCID 94429Triphosgene

Product 1

HCID 57838883HCID 57838883, compound

Procedure

3-Nitrophenol (4.12 g, 29.6 mmol) was added as a solution in THF and dimethylaniline to a mixture of triphosgene (2.849 g, 9.6 mmol) in THF according to general procedure 3. Yield=5.53 g, 86%. m/z MH+=289.18. HPLC rt=11.78 min.

Workup

  1. customHPLC rt=11.78 min.

Sources & evidence

ORD record
ord-f78ae41ae1ce40f38ac1368a634dce9e
Source dataset
uspto-grants-2009_09
Patent number
US07589076B2

Reaction notes

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