1-(2-Bromoethyl)-3,5-dimethyl Adamantane → 1,3-Dimethyl-5-ethyladamantane

HRID 346103Notes

Reaction equation

HRID 346103 reaction equation
Br[CH2:2][CH2:3][C:4]12[CH2:13][C:8]3([CH3:14])[CH2:9][CH:10]([CH2:12][C:6]([CH3:15])([CH2:7]3)[CH2:5]1)[CH2:11]2>C1(C)C=CC=CC=1>[CH3:14][C:8]12[CH2:13][C:4]3([CH2:3][CH3:2])[CH2:11][CH:10]([CH2:12][C:6]([CH3:15])([CH2:5]3)[CH2:7]1)[CH2:9]2

Participants

3

Reactant 1

HCID 150687671-(2-Bromoethyl)-3,5-dimethyl Adamantane

Product 1

HCID 5193311,3-Dimethyl-5-ethyladamantaneYield 86%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Dissolve 0.5 mol of 1-(2-bromoethyl)-3,5-dimethyl adamantane (II) in toluene, mix with 0.55 mol of sodium-bis(2-methoxy-ethoxy)dihydro aluminate, and heat to boiling for 3 hrs. After hydrolysis, separate the organic phase, dry with magnesium sulfate, and evaporate to dryness under vacuum. Purify the residue by vacuum distillation. (Yield: 86%).

Workup

  1. temperatureheat
  2. customAfter hydrolysis
  3. customseparate the organic phase
  4. dry with materialdry with magnesium sulfate
  5. customevaporate to dryness under vacuum
  6. customPurify the residue
  7. distillationby vacuum distillation

Sources & evidence

ORD record
ord-5d051d4d1f9e4b0996b7cf3a190c421c
Source dataset
uspto-grants-1991_10
Patent number
US05061703

Reaction notes

Loading…