Ethyl bromoacetate → HCID 53751746, compound

HRID 2285974Notes

Reaction equation

[C:1]1([C:7](=[O:16])[CH2:8][C:9]([C:11]2[O:12][CH:13]=[CH:14][CH:15]=2)=[O:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH2:17]([O:19][C:20](=[O:23])[CH2:21]Br)[CH3:18].[H-].[Na+]>>[CH2:17]([O:19][C:20](=[O:23])[CH2:21][CH:8]([C:7](=[O:16])[C:1]1[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1)[C:9]([C:11]1[O:12][CH:13]=[CH:14][CH:15]=1)=[O:10])[CH3:18]

Participants

Reactant 3

HCID 7748Ethyl bromoacetate

HCID 24758Sodium hydride

HCID 2682221-(furan-2-yl)-3-phenylpropane-1,3-dione

Product 1

HCID 53751746HCID 53751746, compound

Procedure

Following a procedure analogous to that set out in Example 49, 40 grams 1-phenyl-3-(2-furyl)-1,3-propanedione were alkylated by reaction with 36 grams bromoacetic acid-ethyl ester and 23 grams of a 20% suspension of sodium hydride in paraffin oil to form 3-benzoyl-3-(2-furoyl)-propionic acid-ethyl ester, which was further reacted with 28 grams phenylhyrazine in glacial acetic acid to form the respective pyrazol-4-acetic acid-ethyl esters, which without being separated, were saponified in accordance with a procedure analogous to that described in Example (1b).

Sources & evidence

ORD record: ord-5df8ff2cb5dc49cc84735009e4a19736
Source dataset: uspto-grants-1982_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04325962

Reaction notes

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