1-Hydroxymethyl-2,3,3-trimethyl-cyclohexa-1,5-diene → HCID 20569431, compound

HRID 444383Notes

Reaction equation

HRID 444383 reaction equation
[OH:1][CH2:2][C:3]1[CH:8]=[CH:7][CH2:6][C:5]([CH3:10])([CH3:9])[C:4]=1[CH3:11]>C(O)C.[Ni]>[OH:1][CH2:2][CH:3]1[CH:8]=[CH:7][CH2:6][C:5]([CH3:10])([CH3:9])[CH:4]1[CH3:11]

Participants

4

Reactant 1

HCID 205694331-Hydroxymethyl-2,3,3-trimethyl-cyclohexa-1,5-diene

Product 1

HCID 20569431HCID 20569431, compoundYield 91.6%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 702EthanolSolvent

Procedure

30.4 g of 1-hydroxymethyl-2,3,3-trimethyl-cyclohexa-1,5-diene were hydrogenated at 10°-12° in the presence of 1g of Raney-nickel in 300 ml of ethanol. 3.95 l of hydrogen were thus absorbed within 2.5 h. A filtration followed by evaporation and distillation gave 28.2 g of 1-hydroxymethyl-2,3,3-trimethyl-cyclohex-5-ene. nD =1.4862, d20 =0.9447

Workup

  1. custom3.95 l of hydrogen were thus absorbed within 2.5 h
  2. filtrationA filtration
  3. customfollowed by evaporation and distillation

Sources & evidence

ORD record
ord-bb0e65c9d05b48c69f11a658e1f1b842
Source dataset
uspto-grants-1981_04
Patent number
US04264467

Reaction notes

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