Potassium Iodide → Methyl 2-acetyl-5-cyclohexylpentanoate

HRID 1368296Notes

Reaction equation

[CH3:1][O:2][C:3](=[O:8])/[CH:4]=[C:5](/[O-:7])\[CH3:6].[Na+].[I-].[K+].Br[CH2:13][CH2:14][CH2:15][CH:16]1[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]1>>[C:5]([CH:4]([CH2:13][CH2:14][CH2:15][CH:16]1[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]1)[C:3]([O:2][CH3:1])=[O:8])(=[O:7])[CH3:6]

Participants

Reactant 3

HCID 4875Potassium Iodide

HCID 96426(3-Bromopropyl)cyclohexane

HCID 23681258sodium (2E)-4-methoxy4-oxo-2-buten-2-olate

Product 1

HCID 18519791Methyl 2-acetyl-5-cyclohexylpentanoate

Procedure

Analogously to Example 28A, 10 g (72.4 mmol) of sodium (2E)-4-methoxy-4-oxo-2-buten-2-olate and 0.4 g (2.41 mmol) of potassium iodide are reacted with 14.9 g (72.4 mmol) of (3-bromopropyl)cyclohexane to give methyl 2-acetyl-5-cyclohexylpentanoate.

Sources & evidence

ORD record: ord-9a094cbb40a143eaa2c0c2152e59fbdb
Source dataset: uspto-grants-2003_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06573263B2

Reaction notes

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