1,4-Dioxaspiro[4.5]decan-8-one → HCID 19705225, compound

HRID 727169Notes

Reaction equation

HRID 727169 reaction equation
[Br-].[CH3:2][C:3]1([CH3:32])[CH2:7][C:6]2[CH:8]=[CH:9][CH:10]=[C:11]([CH2:12][P+](C3C=CC=CC=3)(C3C=CC=CC=3)C3C=CC=CC=3)[C:5]=2[O:4]1.C([Li])CCC.[CH2:38]1[O:48][C:41]2([CH2:46][CH2:45][C:44](=O)[CH2:43][CH2:42]2)[O:40][CH2:39]1>O1CCCC1>[CH3:32][C:3]1([CH3:2])[CH2:7][C:6]2[CH:8]=[CH:9][CH:10]=[C:11]([CH:12]=[C:44]3[CH2:45][CH2:46][C:41]4([O:48][CH2:38][CH2:39][O:40]4)[CH2:42][CH2:43]3)[C:5]=2[O:4]1

Participants

5

Reactant 3

HCID 5674151,4-Dioxaspiro[4.5]decan-8-oneHCID 19705240(2,3-Dihydro-2,2-dimethylbenzofuran-7-ylmethyl)triphenylphosphonium bromideHCID 178418339Butyllithium

Product 1

HCID 19705225HCID 19705225, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

This compound is prepared in a manner analogous to that of Step B of Example 2, using 18.4 grams (0.039 mole) of (2,3-dihydro-2,2-dimethylbenzofuran-7-ylmethyl)triphenylphosphonium bromide, 15.4 mL (0.039 mole) of n-butyllithium (2.5M in hexanes), and 5.0 grams (0.032 mole) of 1,4-cyclohexanedione mono-ethylene ketal in about 55 mL of dry tetrahydrofuran, yielding 8-(2,3-dihydro-2,2-dimethylbenzofuran-7-ylmethylene)-1,4-dioxaspiro[4.5]decane

Workup

  1. customThis compound is prepared in a manner analogous to that of Step B of Example 2

Sources & evidence

ORD record
ord-cdc07bdac89d4c08895098dec17d4f7e
Source dataset
uspto-grants-1998_01
Patent number
US05712281

Reaction notes

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