N,N-Dimethylaniline → HCID 178507928, compound

HRID 46951

Reaction equation

HRID 46951 reaction equation
CN1CC[O:5][CH2:4][CH2:3]1.C[N:9]([CH3:16])[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.C([N:21](CCCC)CCCC)CCC.C(N(C)C)CCCCCCCCC.C(N(C)C)CCCCC.[NH2-].[Na+].C1(C([Na])(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[H-].[Na+].[O-]CC.[K+].[Na].[OH-].[K+]>>[NH2:21][C:16]1[CH:3]=[C:4]([OH:5])[C:11]2[C:10](=[CH:15][CH:14]=[CH:13][CH:12]=2)[N:9]=1

Participants

12

Reactant 11

HCID 949N,N-DimethylanilineHCID 7622TributylamineHCID 79724-MethylmorpholineHCID 14797Potassium HydroxideHCID 24533Sodium amideHCID 24758Sodium hydrideHCID 70711N,N-Dimethyl-N-decylamineHCID 78090N,N-DimethylhexylamineHCID 5360545SodiumHCID 23670592Potassium ethoxideHCID 178507084HCID 178507084, compound

Product 1

HCID 178507928HCID 178507928, compound

Procedure

Repetition of this reaction but replacing triethylamine with N-methylmorpholine, N,N-dimethylaniline, tri-n-butylamine, N-decyl dimethylamine, N-hexyl dimethylamine, sodamide, triphenylmethyl sodium, sodium hydride, potassium ethoxide, metallic sodium, or potassium hydroxide, affords the same product.

Workup

  1. customRepetition of this reaction
  2. customaffords the same product

Sources & evidence

ORD record
ord-5c813186e8f949449ebe6628fad8181a
Source dataset
uspto-grants-1979_11
Patent number
US04175193

Linked notes

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