Diethylamine → HCID 20029811, compound

HRID 1721911Notes

Reaction equation

HRID 1721911 reaction equation
[I:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9](Cl)=[O:10])=[CH:4][CH:3]=1.[CH2:12]([NH:14][CH2:15][CH3:16])[CH3:13]>C(N(CC)CC)C>[CH2:12]([N:14]([CH2:15][CH3:16])[C:9](=[O:10])[CH2:8][C:5]1[CH:6]=[CH:7][C:2]([I:1])=[CH:3][CH:4]=1)[CH3:13]

Participants

4

Reactant 2

HCID 8021DiethylamineHCID 13340573HCID 13340573, compound

Product 1

HCID 20029811HCID 20029811, compoundYield 66.1%

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

4-Iodobenzeneacetyl chloride (10.62 g) was added portionwise to diethylamine (3.0 g) in triethylamine (40 ml) and washed in with MC (5 ml) at 0° under nitrogen and the suspension was stirred at room temperature for 2 h. ER (150 ml) was added, the mixture was filtered and the filtrate was concentrated to give a residue (7.94 g) which was purified by FCC eluting with ER-H (2:1) to give the title compound as a yellow oil (4.72 g). T.l.c. (ER) Rf 0.31.

Workup

  1. washwashed in with MC (5 ml) at 0° under nitrogen
  2. additionER (150 ml) was added
  3. filtrationthe mixture was filtered
  4. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-595c1f04cb1342998fc213b7b2765150
Source dataset
uspto-grants-1989_08
Patent number
US04853382

Reaction notes

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