Benzene → HCID 22749842, compound

HRID 2164188Notes

Reaction equation

HRID 2164188 reaction equation
C1C=CC=CC=1.[CH2:7]([O:9][C:10]([CH3:23])([CH2:21][CH3:22])[CH2:11][CH2:12][CH2:13][CH2:14][C:15]([CH3:20])=[CH:16][CH2:17][CH2:18][OH:19])[CH3:8].[H][H]>[Pd].CO>[CH2:7]([O:9][C:10]([CH3:23])([CH2:21][CH3:22])[CH2:11][CH2:12][CH2:13][CH2:14][CH:15]([CH3:20])[CH2:16][CH2:17][CH2:18][OH:19])[CH3:8]

Participants

6

Reactant 3

HCID 241BenzeneHCID 53728844HCID 53728844, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 22749842HCID 22749842, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A suspension of 0.5 g. of 5% palladium-on-carbon catalyst in 50 ml. of benzene is hydrogenated for 30 minutes. A mixture of 1.5 g. of 9-ethoxy-4,9-dimethylundec-3-en-1-ol in 75 ml. of methanol is added and hydrogenated with agitation until the theoretical amount of hydrogen is absorbed. The catalyst is removed by filtration and the solution evaporated to yield 9-ethoxy-4,9-dimethylundecan-1-ol which is purified by chromatography. The product is treated with phosphorus tribromide to yield 1-bromo-9-ethoxy-4,9-dimethylundecane which can be used as the alkylating agent for preparation of compounds of the present invention of formula I.

Workup

  1. additionA suspension of 0.5 g
  2. additionA mixture of 1.5 g
  3. customis absorbed
  4. customThe catalyst is removed by filtration
  5. customthe solution evaporated

Sources & evidence

ORD record
ord-f200365cc38c41538dde9bb997954d21
Source dataset
uspto-grants-1979_01
Patent number
US04137273

Reaction notes

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