Lithium Hydroxide → HCID 86709904, compound

HRID 341342Notes

Reaction equation

[CH3:1][Si:2]1([CH2:7][CH:8]([C:15]#[N:16])[CH2:9][C:10]([O:12]CC)=[O:11])[CH2:6][CH2:5][CH2:4][CH2:3]1.[OH-].[Li+]>>[CH3:1][Si:2]1([CH2:7][CH:8]([C:15]#[N:16])[CH2:9][C:10]([OH:12])=[O:11])[CH2:6][CH2:5][CH2:4][CH2:3]1

Participants

Reactant 2

HCID 3939Lithium Hydroxide

HCID 86709902HCID 86709902, compound

Product 1

HCID 86709904HCID 86709904, compoundYield 100.4%

Procedure

Ethyl 4-(1-methyl-1-silacyclopentan-1-yl)-3-cyanobutanoate (1.306 g, 5.46 mmol) was hydrolyzed with lithium hydroxide in the same manner as that of Example 16, and then the reaction mixture was treated in a conventional manner. The residue was purified by silica gel column chromatography (2% methanol/chloroform) to obtain 4-(1-methyl-1-silacyclopentan-1-yl)-3-cyanobutanoic acid (1.158 g, quant.) mentioned in the title as colorless oil.

Workup

additionthe reaction mixture was treated in a conventional manner
customThe residue was purified by silica gel column chromatography (2% methanol/chloroform)

Sources & evidence

ORD record: ord-e1918a09a40249578fa089bca0ac9e20
Source dataset: uspto-grants-2014_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08895769B2

Reaction notes

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