Acetone → HCID 23436676, compound

HRID 2120946Notes

Reaction equation

HRID 2120946 reaction equation
[CH3:1][C:2]1([C:12]2[CH2:16][CH:15]=[CH:14][CH:13]=2)[CH:9]2[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:11][CH:3]1[CH2:4]3)[CH2:8]2.[CH3:17][C:18]([CH3:20])=O.N1CCCC1>CO>[CH3:1][C:2]1([C:12]2[CH:16]=[CH:15][C:14](=[C:18]([CH3:20])[CH3:17])[CH:13]=2)[CH:3]2[CH2:4][CH:5]3[CH2:6][CH:7]([CH2:8][CH:9]1[CH2:10]3)[CH2:11]2

Participants

5

Reactant 3

HCID 180AcetoneHCID 31268PyrrolidineHCID 86588814HCID 86588814, compound

Product 1

HCID 23436676HCID 23436676, compoundYield 88.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A flask containing 19.45 grams (90.74 mmol) of 2-methyl-2-adamantylcyclopentadiene was charged with 30 mL acetone, 100 mL methanol, and 10 mL pyrrolidine (120 mmol). The solution formed a yellow precipitate over 96 hours which was collected by suction filtration and rinsed with 50 mL methanol. The material was dried in vacuo to provide 20.36 grams of product as a yellow powder (88.2%).

Workup

  1. customThe solution formed a yellow precipitate over 96 hours which
  2. filtrationwas collected by suction filtration
  3. washrinsed with 50 mL methanol
  4. customThe material was dried in vacuo

Sources & evidence

ORD record
ord-d4ad51dda8fc470585faff5e313ebe51
Source dataset
uspto-grants-2004_02
Patent number
US06693153B2

Reaction notes

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