N,N-Dimethylaniline → HCID 57838874, compound

HRID 732897Notes

Reaction equation

HRID 732897 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([OH:9])[CH:5]=[CH:6][C:7]=1[CH3:8].C[N:11]([CH3:18])[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.ClC(Cl)(O[C:23](=[O:29])OC(Cl)(Cl)Cl)Cl.[CH2:31]1COCC1>>[CH2:15]([CH:16]1[CH2:17][CH2:12][N:11]([C:23]([O:9][C:4]2[CH:5]=[CH:6][C:7]([CH3:8])=[C:2]([CH3:1])[CH:3]=2)=[O:29])[CH2:18][CH2:31]1)[C:14]#[CH:13]

Participants

5

Reactant 4

HCID 949N,N-DimethylanilineHCID 72493,4-DimethylphenolHCID 8028Tetrahydrofuran2×HCID 94429Triphosgene

Product 1

HCID 57838874HCID 57838874, compound

Procedure

3,4-Dimethyl-phenol (0.362 g, 2.96 mmol) was added as a solution in THF and dimethylaniline to a mixture of triphosgene (0.285 g, 0.96 mmol) in THF according to general procedure 3. Yield=0.350 g, 43%. m/z MH+=272.26. HPLC rt (retention time)=12.27 min.

Workup

  1. customHPLC rt (retention time)=12.27 min.

Sources & evidence

ORD record
ord-305dd107363348e68469ac7a994e1b24
Source dataset
uspto-grants-2009_09
Patent number
US07589076B2

Reaction notes

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