Sodium Hydroxide → Spiro[4.5]deca-6,9-dien-8-one

HRID 1631849Notes

Reaction equation

HRID 1631849 reaction equation
[OH-].[Na+].Cl[CH2:4][CH2:5][CH2:6][CH2:7][C:8]1[CH:13]=[CH:12][C:11]([OH:14])=[CH:10][CH:9]=1>>[CH2:4]1[C:8]2([CH:13]=[CH:12][C:11](=[O:14])[CH:10]=[CH:9]2)[CH2:7][CH2:6][CH2:5]1

Participants

3

Reactant 2

HCID 14798Sodium HydroxideHCID 22257839HCID 22257839, compound

Product 1

HCID 12641998Spiro[4.5]deca-6,9-dien-8-oneYield 47.8%

Conditions

Temperature
190 °C

Procedure

A 25% sodium hydroxide aqueous solution, 4.8 g, was added to 5.5 g of p-(4-chlorobutyl)phenol and stirred. The mixture was slowly heated under reduced pressure while removing water (until 120° C. at 50 Pa) and subsequently heated to 180-200° C., at which a distillate was collected. There was obtained 2.11 g (yield 47%) of spiro[4.5]deca-6,9-dien-8-one.

Workup

  1. temperatureThe mixture was slowly heated under reduced pressure
  2. customwhile removing water (until 120° C. at 50 Pa)
  3. customwas collected

Sources & evidence

ORD record
ord-6a1d976c617f463db9bb76a59e2d355a
Source dataset
uspto-grants-2014_07
Patent number
US08791288B2

Reaction notes

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