Ethyl bromoacetate → HCID 12852672, compound

HRID 1156823Notes

Reaction equation

HRID 1156823 reaction equation
[C:1]([C:4]1[C:8](=[O:9])[NH:7][C:6]2=[CH:10][CH:11]=[CH:12][CH:13]=[CH:14][C:5]=12)(=[O:3])[CH3:2].C(=O)([O-])[O-].[K+].[K+].Br[CH2:22][C:23]([O:25][CH2:26][CH3:27])=[O:24]>CN(C)C=O.O>[CH2:26]([O:25][C:23](=[O:24])[CH2:22][N:7]1[C:8](=[O:9])[C:4]([C:1](=[O:3])[CH3:2])=[C:5]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=[C:6]12)[CH3:27]

Participants

6

Reactant 3

HCID 7748Ethyl bromoacetateHCID 11430Potassium CarbonateHCID 10352434HCID 10352434, compound

Product 1

HCID 12852672HCID 12852672, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Conditions

Temperature
25 °C

Procedure

To a warm suspension of 3-acetyl-1,2-dihydrocyclohepta[b]pyrrole-2-one [1.87 g, described by T. Nozoe et al., Bull. Chem. Soc. Japan, 38, 306 (1965)] in dimethyl formamide (DMF, 25 ml), potassium carbonate (1.66 g) and ethyl bromoacetate (2.84) were added successively. The mixture was stirred at 25° C. for 18 hr and then diluted with water. The precipitate was collected and dried to give 3-acetyl-1,2-dihydro-2-oxocyclohepta[b]pyrrole-1-acetic acid ethyl ester, mp 162°-165° C.; nmr (CDCl3) δ1.33 (t, J=7 Hz, 3H), 2.75 (s, 3H), 4.25 (q, J=7 Hz, 2H), 4.9 (s, 2H), 7.4 (m, 4H), 9.4 (d, J=10 Hz, 1H).

Workup

  1. additionwere added successively
  2. customThe precipitate was collected
  3. customdried

Sources & evidence

ORD record
ord-407880d42c6743a1a24d22c8140b0b25
Source dataset
uspto-grants-1982_06
Patent number
US04337265

Reaction notes

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