Toluene → HCID 67842845, compound

HRID 1974496Notes

Reaction equation

HRID 1974496 reaction equation
[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[CH2:11][O:12][C:13]1[CH:18]=[CH:17][C:16]([CH:19]([CH:23]2[CH2:29][CH2:28][CH2:27][CH2:26][CH2:25][CH2:24]2)[C:20]([NH2:22])=[S:21])=[CH:15][CH:14]=1.Cl[CH2:31][C:32](=O)[CH2:33][C:34]([O:36][CH2:37][CH3:38])=[O:35].C1(C)C=CC=CC=1.C(=O)(O)[O-].[Na+]>O>[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[CH2:11][O:12][C:13]1[CH:14]=[CH:15][C:16]([CH:19]([CH:23]2[CH2:29][CH2:28][CH2:27][CH2:26][CH2:25][CH2:24]2)[C:20]2[S:21][CH:31]=[C:32]([CH2:33][C:34]([O:36][CH2:37][CH3:38])=[O:35])[N:22]=2)=[CH:17][CH:18]=1

Participants

6

Reactant 4

HCID 1140TolueneHCID 69484Ethyl 4-chloroacetoacetateHCID 516892Sodium BicarbonateHCID 19101772HCID 19101772, compound

Product 1

HCID 67842845HCID 67842845, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

1.5 g (0.0037 mol) of the compound from Example III and 1.5 ml=1.83 g (0.011 mol) of ethyl chloroacetoacetate were heated together with 30 ml of toluene and 10 ml of water at 100° C. for 1 hour. The mixture was neutralised with 10% strength sodium bicarbonate solution, the organic phase was separated off, dried with sodium sulphate and concentrated to a small volume in vacuo, and the residue was separated by column chromatography. A yellow oil was obtained.

Workup

  1. customthe organic phase was separated off
  2. dry with materialdried with sodium sulphate
  3. concentrationconcentrated to a small volume in vacuo
  4. customthe residue was separated by column chromatography
  5. customA yellow oil was obtained

Sources & evidence

ORD record
ord-fca10cac4dcf494ab0905ec406dcd3e8
Source dataset
uspto-grants-1994_02
Patent number
US05283252

Reaction notes

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