1,4-Dioxaspiro[4.5]decan-8-one → 8-Methylenespiro[4.5]decane

HRID 2040885Notes

Reaction equation

HRID 2040885 reaction equation
[CH2:1]=C1CCC2(OCCO2)CC1.[CH2:12]1[C:16]2([CH2:21][CH2:20][C:19](=O)[CH2:18][CH2:17]2)[CH2:15][CH2:14][CH2:13]1.O1C2(CCC(=O)CC2)OCC1>>[CH2:1]=[C:19]1[CH2:20][CH2:21][C:16]2([CH2:15][CH2:14][CH2:13][CH2:12]2)[CH2:17][CH2:18]1

Participants

4

Reactant 3

HCID 5674151,4-Dioxaspiro[4.5]decan-8-oneHCID 109537438-Methylidene-1,4-dioxaspiro[4.5]decaneHCID 14626805Spiro(4.5)decan-8-one

Product 1

HCID 574938568-Methylenespiro[4.5]decane

Procedure

The title compound was prepared following the method reported here for Compound 31a. As starting material spiro[4.5]decan-8-one replaced 1,4-dioxaspiro[4.5]decan-8-one. After the usual work-up procedure, the residue was purified by means of automated flash chromatography (SP01®M-Biotage; CH2Cl2) to give the title compound as a colorless oil. Yield: 98.5%.

Workup

  1. customThe title compound was prepared
  2. customAfter the usual work-up procedure, the residue was purified by means of automated flash chromatography (SP01®M-Biotage; CH2Cl2)

Sources & evidence

ORD record
ord-6191a2c387c643329175e189408ab5a6
Source dataset
uspto-grants-2013_11
Patent number
US08580962B2

Reaction notes

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