2-Methyl-2-butanol → HCID 54165407, compound

HRID 2073925Notes

Reaction equation

HRID 2073925 reaction equation
[H-].[Na+].C(O)(CC)(C)C.[Cl:9][C:10]1[CH:34]=[CH:33][C:13]([O:14][C:15]2[CH:32]=[CH:31][C:18]([C:19]([C:21]3[CH:26]=[CH:25][C:24]([O:27][CH3:28])=[C:23]([O:29][CH3:30])[CH:22]=3)=O)=[CH:17][CH:16]=2)=[CH:12][CH:11]=1.[C:35]([N:38]1[CH2:43][CH2:42][O:41][CH2:40][CH2:39]1)(=[O:37])[CH3:36]>C1(C)C=CC=CC=1>[Cl:9][C:10]1[CH:34]=[CH:33][C:13]([O:14][C:15]2[CH:32]=[CH:31][C:18]([C:19]([C:21]3[CH:26]=[CH:25][C:24]([O:27][CH3:28])=[C:23]([O:29][CH3:30])[CH:22]=3)=[CH:36][C:35]([N:38]3[CH2:43][CH2:42][O:41][CH2:40][CH2:39]3)=[O:37])=[CH:17][CH:16]=2)=[CH:12][CH:11]=1

Participants

6

Reactant 4

HCID 64052-Methyl-2-butanolHCID 155434-AcetylmorpholineHCID 24758Sodium hydrideHCID 14297400HCID 14297400, compound

Product 1

HCID 54165407HCID 54165407, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
100 °C

Procedure

Sodium hydride (with 20% of paraffin oil; 2.25 g, 75 mmol) was stirred under reflux with absolute toluene (50 ml) and tert.-amyl alcohol (7.25 g, 82.5 mmol) was added dropwise within 30 minutes. When the solution had cooled to 100° C., 4-(4-chlorophenoxy)-3',4'-dimethoxy benzophenone (9.22 g, 25 mmol) and acetyl morpholine (16.17 g, 125 mmol) were added and the mixture was stirred under reflux for 8 hours.

Workup

  1. additionwas added dropwise within 30 minutes
  2. temperatureunder reflux for 8 hours

Sources & evidence

ORD record
ord-990c811224274cb9ab4e8756d72dd9ff
Source dataset
uspto-grants-1990_04
Patent number
US04920222

Reaction notes

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