Diethylamine → HCID 69268859, compound

HRID 751517Notes

Reaction equation

HRID 751517 reaction equation
Br[CH2:2][CH2:3][O:4][C:5]1[C:10]2[CH:11]=[CH:12][O:13][C:9]=2[C:8]([CH2:14][C:15]([NH2:17])=[O:16])=[CH:7][CH:6]=1.[CH2:18]([NH:20][CH2:21][CH3:22])[CH3:19]>C(OCC)(=O)C>[CH2:18]([N:20]([CH2:21][CH3:22])[CH2:2][CH2:3][O:4][C:5]1[C:10]2[CH:11]=[CH:12][O:13][C:9]=2[C:8]([CH2:14][C:15]([NH2:17])=[O:16])=[CH:7][CH:6]=1)[CH3:19]

Participants

4

Reactant 2

HCID 8021DiethylamineHCID 69270759HCID 69270759, compound

Product 1

HCID 69268859HCID 69268859, compoundYield 99%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Combine 2-[4-(2-Bromoethoxy)benzofur-7-yl]acetamide (0.102 g, 0.342 mmol) with neat diethyl amine (3 ml, excess), and heat at 55° C. for 18 hours. Dilute the mixture with ethyl acetate and wash with water and brine. Dry over sodium sulfate, filter, and concentrate to give 0.098 g (99%) of the title compound as a brown solid. Mass spectrum: electrospray (m/z) 264 (M++1).

Workup

  1. washwash with water and brine
  2. dry with materialDry over sodium sulfate
  3. filtrationfilter
  4. concentrationconcentrate

Sources & evidence

ORD record
ord-e8914d54d4474c228ce626e27014ef7a
Source dataset
uspto-grants-2008_07
Patent number
US07405305B2

Reaction notes

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