8-(2-(Benzyloxy)ethyl)-1,4-dioxaspiro[4.5]decane-8-carbonitrile → 8-(2-Hydroxyethyl)-1,4-dioxaspiro[4.5]decane-8-carbonitrile

HRID 39708Notes

Reaction equation

C([O:8][CH2:9][CH2:10][C:11]1([C:21]#[N:22])[CH2:20][CH2:19][C:14]2([O:18][CH2:17][CH2:16][O:15]2)[CH2:13][CH2:12]1)C1C=CC=CC=1>[C].[Pd].C(O)C>[OH:8][CH2:9][CH2:10][C:11]1([C:21]#[N:22])[CH2:20][CH2:19][C:14]2([O:18][CH2:17][CH2:16][O:15]2)[CH2:13][CH2:12]1

Participants

Conditions

Temperature: 42.5 °C

Procedure

To 10 mL of an ethanol solution containing 1.0 g of 8-(2-(benzyloxy)ethyl)-1,4-dioxaspiro[4.5]decane-8-carbonitrile, 0.50 g of 10% palladium-carbon was added at room temperature, and the mixture was stirred at 40 to 45° C. for 1 hour and 30 minutes under a hydrogen atmosphere. The insoluble material filtered off, and the solvent was removed under reduced pressure to obtained 0.80 g of a colorless oily substance, 8-(2-hydroxyethyl)-1,4-dioxaspiro[4.5]decane-8-carbonitrile.

Workup

additionwas added at room temperature
filtrationThe insoluble material filtered off
customthe solvent was removed under reduced pressure

Sources & evidence

ORD record: ord-190d501f6c4d4783ac69f7bed334ab80
Source dataset: uspto-grants-2013_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08524738B2

Reaction notes

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