Benzyl Bromide → 2-[(Benzyloxy)methyl]-2-ethyl-1,8-dioxaspiro[4.5]decane

HRID 647748Notes

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].[CH2:15](Br)[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.[H-].[Na+]>>[CH2:1]([C:3]1([CH2:13][O:14][CH2:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=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

Reactant 3

HCID 7498Benzyl Bromide

HCID 24758Sodium hydride

HCID 13237164(2-Ethyl-1,8-dioxaspiro[4.5]decan-2-yl)methanol

Product 1

HCID 132371652-[(Benzyloxy)methyl]-2-ethyl-1,8-dioxaspiro[4.5]decaneYield 24.8%

Procedure

Following procedures similar to those of Embodiments XVII-XIX, 2.50 g of 2-ethyl-1,8-dioxaspiro[4.5]decane-2-methanol was treated with 2.35 g of benzyl bromide in the presence of sodium hydride to yield 0.90 g of the desired product as a clear liquid, b.p. 130° C. (0.15 mm).

Sources & evidence

ORD record: ord-98dc6749c37945448ccbc7605a17dfe2
Source dataset: uspto-grants-1983_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04410354

Reaction notes

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