Diethanolamine → HCID 22590162, compound

HRID 23612

Reaction equation

HRID 23612 reaction equation
[F:1][C:2]([F:13])([F:12])[C:3]1[CH:4]=[C:5]([CH:8]=[CH:9][C:10]=1F)[C:6]#[N:7].[NH:14]([CH2:18][CH2:19][OH:20])[CH2:15][CH2:16][OH:17]>CN(C)C(=O)C>[F:1][C:2]([F:13])([F:12])[C:3]1[CH:4]=[C:5]([CH:8]=[CH:9][C:10]=1[N:14]([CH2:18][CH2:19][OH:20])[CH2:15][CH2:16][OH:17])[C:6]#[N:7]

Participants

4

Reactant 2

HCID 8113DiethanolamineHCID 1442554-Fluoro-3-(trifluoromethyl)benzonitrile

Product 1

HCID 22590162HCID 22590162, compound

Reagents, catalysts & solvents 1

HCID 31374DimethylacetamideSolvent

Procedure

A solution of 3-trifluoromethyl 4-fluoro-benzonitrile (9.45 g, 50 mmol) and diethanolamine (15.8 g, 0.15 mol) in N,N-dimethylacetamide (200 ml) was stirred for 7 days at 50° C. The solvent was evaporated, the residue partitioned between CH2Cl2 (400 ml) and H2O (400 ml), the organic layer dried (MgSO4) and evaporated to dryness. The residue was chromatographed using CH2Cl2-EtOH as eluent.

Workup

  1. customThe solvent was evaporated
  2. customthe residue partitioned between CH2Cl2 (400 ml) and H2O (400 ml)
  3. dry with materialthe organic layer dried (MgSO4)
  4. customevaporated to dryness
  5. customThe residue was chromatographed

Sources & evidence

ORD record
ord-02ab42cfd43b416bbf1faed23df2983f
Source dataset
uspto-grants-2005_02
Patent number
US06852755B1

Linked notes

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