Picolyl chloride → 2-{[(2-Ethyl-1,7-dioxaspiro[4.5]decan-2-yl)methoxy]methyl}pyridine

HRID 647743Notes

Reaction equation

[CH2:1]([C:3]1([CH2:13][OH:14])[CH2:7][CH2:6][C:5]2([CH2:12][CH2:11][CH2:10][O:9][CH2:8]2)[O:4]1)[CH3:2].[N:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[CH2:21]Cl.[H-].[Na+]>>[CH2:1]([C:3]1([CH2:13][O:14][CH2:21][C:16]2[CH:17]=[CH:18][CH:19]=[CH:20][N:15]=2)[CH2:7][CH2:6][C:5]2([CH2:12][CH2:11][CH2:10][O:9][CH2:8]2)[O:4]1)[CH3:2]

Participants

Reactant 3

HCID 23393Picolyl chloride

HCID 24758Sodium hydride

HCID 13237156(2-Ethyl-1,7-dioxaspiro[4.5]decan-2-yl)methanol

Product 1

HCID 132371582-{[(2-Ethyl-1,7-dioxaspiro[4.5]decan-2-yl)methoxy]methyl}pyridine

Procedure

Following procedures similar to Embodiments I-V above, 2-ethyl-1,7-dioxaspiro[4.5]decane-2-methanol was treated with 2-picolinyl chloride in the presence of sodium hydride to yield the desired product as a pale amber oil, b.p. 123° C. (0.006 mm).

Sources & evidence

ORD record: ord-ca1fd97a99e84d0c9105279dab822005
Source dataset: uspto-grants-1983_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04410354

Reaction notes

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