Water → 2-(1,4-Dioxaspiro(4.5)decan-8-yl)ethan-1-ol

HRID 500088

Reaction equation

[H-].[Al+3].[Li+].[H-].[H-].[H-].[O:7]1[C:11]2([CH2:16][CH2:15][CH:14]([CH2:17][C:18](OCC)=[O:19])[CH2:13][CH2:12]2)[O:10][CH2:9][CH2:8]1.[F-].[Na+].O>O1CCCC1.ClCCl>[OH:19][CH2:18][CH2:17][CH:14]1[CH2:15][CH2:16][C:11]2([O:7][CH2:8][CH2:9][O:10]2)[CH2:12][CH2:13]1

Participants

Conditions

Temperature: 25 °C

Procedure

To a mixture of lithium aluminium hydride (831 mg) and anhydrous tetrahydrofuran (70 ml) at 0° C. was added a solution of ethyl 1,4-dioxaspiro[4.5]decane-8-acetate of Example 90 (2) (5.0 g) in anhydrous tetrahydrofuran (30 ml). The mixture was gradually warmed to about 25° C., stirred for 3 hours, and then sodium fluoride, water and dichloromethane were added to the reaction mixture. The precipitate was filtrated off with Celite, the filtrated organic layer was dried over sodium sulfate. The solvent was removed in vacuo from the organic layer to give 4.18 g of 8-(2-hydroxyethyl)-1,4-dioxaspiro[4.5]decane.

Workup

filtrationThe precipitate was filtrated off with Celite
dry with materialthe filtrated organic layer was dried over sodium sulfate
customThe solvent was removed in vacuo from the organic layer

Sources & evidence

ORD record: ord-ebc26539d1f845a08a41f540767d9e96
Source dataset: uspto-grants-2010_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07767854B2

Linked notes

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