p-tert-Butylphenyl glycidyl ether → HCID 54105531, compound

HRID 1596469Notes

Reaction equation

HRID 1596469 reaction equation
[CH:1]12[CH2:9][CH:5]([CH2:6][NH:7][CH2:8]1)[CH2:4][N:3]([C:10]([O:12][C:13]([CH3:16])([CH3:15])[CH3:14])=[O:11])[CH2:2]2.[C:17]([C:21]1[CH:26]=[CH:25][C:24]([O:27][CH2:28][CH:29]2[CH2:31][O:30]2)=[CH:23][CH:22]=1)([CH3:20])([CH3:19])[CH3:18]>CC(O)C.O>[C:17]([C:21]1[CH:26]=[CH:25][C:24]([O:27][CH2:28][CH:29]([OH:30])[CH2:31][N:7]2[CH2:8][CH:1]3[CH2:9][CH:5]([CH2:4][N:3]([C:10]([O:12][C:13]([CH3:16])([CH3:15])[CH3:14])=[O:11])[CH2:2]3)[CH2:6]2)=[CH:23][CH:22]=1)([CH3:18])([CH3:19])[CH3:20]

Participants

5

Reactant 2

HCID 18360p-tert-Butylphenyl glycidyl etherHCID 22490264Tert-butyl 3,7-diazabicyclo(3.3.1)nonane-3-carboxylate

Product 1

HCID 54105531HCID 54105531, compoundYield 7%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 3776IsopropanolSolvent

Conditions

Temperature
60 °C

Procedure

A mixture of tert-butyl-3,7-diazabicyclo[3.3.1]nonane-3-carboxylate (2.2 g; 9.70 mmol; see Example F above) and 4-tert-butyl-1-(2-oxiranylmethoxy)benzene (2.0 g; 9.70 mmol; from step (a) above) in 2-propanol (10 mL) and water (1 mL) was stirred at 60° C. for 18 h. The reaction mixture was concentrated to give an oil which was dissolved in hexanes and allowed to stand until solids formed. The solids were collected and dried to give the desired product (0.28 g; 7%) as a white solid.

Workup

  1. concentrationThe reaction mixture was concentrated
  2. customto give an oil which
  3. customformed
  4. customThe solids were collected
  5. customdried

Sources & evidence

ORD record
ord-2635c469c26b4e4fba9f7598c8ce9197
Source dataset
uspto-grants-2001_09
Patent number
US06291475B1

Reaction notes

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