Acetone → HCID 86759057, compound

HRID 1356812Notes

Reaction equation

[CH3:1][C:2]([CH3:19])([CH3:18])[C:3]#[C:4]/[CH:5]=[CH:6]/[CH2:7][N:8]([CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1Br)[CH3:9].C([Li])CCC.CCCCCC.[CH3:31][C:32]([CH3:34])=[O:33]>>[CH3:1][C:2]([CH3:19])([CH3:18])[C:3]#[C:4][CH:5]=[CH:6][CH2:7][N:8]([CH2:10][C:11]1[CH:16]=[C:15]([C:32]([OH:33])([CH3:34])[CH3:31])[CH:14]=[CH:13][CH:12]=1)[CH3:9]

Participants

Reactant 4

HCID 180Acetone

HCID 8058Hexane

HCID 18509491HCID 18509491, compound

HCID 178418339Butyllithium

Product 1

HCID 86759057HCID 86759057, compoundYield 42.8%

Procedure

The procedure described in Example 17 was repeated, except that Compound 36 (2.35 g; 7.3 mmol), n-butyl lithium in n-hexane (1.56 M: 5.2 ml; 8.1 mmol), and acetone (1 ml) were used, to thereby yield 940 mg of the target compound (yield: 42.8%).

Sources & evidence

ORD record: ord-ae788f5d571746cbb49187f7cd7a52a2
Source dataset: uspto-grants-2003_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06586633B1

Reaction notes

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