Picolyl chloride hydrochloride → 2-{[(2-Ethyl-1,8-dioxaspiro[4.5]decan-2-yl)methoxy]methyl}pyridine

HRID 647749Notes

Reaction equation

HRID 647749 reaction equation
[CH2:1]([C:3]1([CH2:13][OH:14])[CH2:7][CH2:6][C:5]2([CH2:12][CH2:11][O:10][CH2:9][CH2:8]2)[O:4]1)[CH3:2].Cl.[N:16]1[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=1[CH2:22]Cl.[H-].[Na+]>>[CH2:1]([C:3]1([CH2:13][O:14][CH2:22][C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][N:16]=2)[CH2:7][CH2:6][C:5]2([CH2:12][CH2:11][O:10][CH2:9][CH2:8]2)[O:4]1)[CH3:2]

Participants

4

Reactant 3

HCID 23392Picolyl chloride hydrochlorideHCID 24758Sodium hydrideHCID 13237164(2-Ethyl-1,8-dioxaspiro[4.5]decan-2-yl)methanol

Product 1

HCID 132371662-{[(2-Ethyl-1,8-dioxaspiro[4.5]decan-2-yl)methoxy]methyl}pyridineYield 62.5%

Procedure

Following procedures similar to Embodiments XVII-XIX, 1.10 g of 2-ethyl-1,8-dioxaspiro[4.5]decane-2-methanol was treated with 1.35 g of 2-picolinyl chloride hydrochloride in the presence of sodium hydride to yield 1.00 g of the desired product as pale yellow liquid.

Sources & evidence

ORD record
ord-81f8fe30c2164a7eb07decb167610301
Source dataset
uspto-grants-1983_10
Patent number
US04410354

Reaction notes

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