Methyl acetoacetate → HCID 67838630, compound

HRID 1461351Notes

Reaction equation

[H-].[Na+].[C:3]([O:9][CH3:10])(=[O:8])[CH2:4][C:5]([CH3:7])=[O:6].C([Li])CCC.[F:16][C:17]1[CH:22]=[CH:21][C:20]([C:23]2[C:32]3[C:31](=[O:33])[NH:30][C:29](=[O:34])[NH:28][C:27]=3[N:26]=[C:25]([CH:35]([CH3:37])[CH3:36])[C:24]=2/[CH:38]=[CH:39]/[CH:40]=[O:41])=[CH:19][CH:18]=1>>[F:16][C:17]1[CH:18]=[CH:19][C:20]([C:23]2[C:32]3[C:31](=[O:33])[NH:30][C:29](=[O:34])[NH:28][C:27]=3[N:26]=[C:25]([CH:35]([CH3:37])[CH3:36])[C:24]=2/[CH:38]=[CH:39]/[CH:40]([OH:41])[CH2:7][C:5](=[O:6])[CH2:4][C:3]([O:9][CH3:10])=[O:8])=[CH:21][CH:22]=1

Participants

Reactant 4

HCID 7757Methyl acetoacetate

HCID 24758Sodium hydride

HCID 19980380HCID 19980380, compound

HCID 178418339Butyllithium

Product 1

HCID 67838630HCID 67838630, compound

Procedure

0.28 g (9.3 mmol) of 80% strength sodium hydride, 0.97 g (8.4 mmol) of methyl acetoacetate, 8.6 ml (14 mmol) of 15% strength butyllithium and 0.99 g (2.88 mmol) of the compound from Example 27 are reacted analogously to the procedure for Example 7.

Sources & evidence

ORD record: ord-bd638d3842054fedad16367899773b52
Source dataset: uspto-grants-1991_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05075311

Reaction notes

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