Ethanol → HCID 53954562, compound

HRID 703508Notes

Reaction equation

HRID 703508 reaction equation
[CH3:1][C:2]([C:5]1[CH:10]=[CH:9][C:8]([CH2:11][C:12]([CH2:14]C2C=CC(C(C)(C)C)=CC=2)=O)=[CH:7][CH:6]=1)([CH3:4])[CH3:3].C(O[CH:28](OCC)[N:29](C)[CH3:30])C.C([OH:37])C>C(=O)=O>[CH3:28][N:29]([CH:14]=[CH:12][C:11]([C:8]1[CH:9]=[CH:10][C:5]([C:2]([CH3:4])([CH3:3])[CH3:1])=[CH:6][CH:7]=1)=[O:37])[CH3:30]

Participants

5

Reactant 3

HCID 702Ethanol2×HCID 70913Dimethylformamide diethylacetalHCID 14907034HCID 14907034, compound

Product 1

HCID 53954562HCID 53954562, compound

Reagents, catalysts & solvents 1

HCID 280Carbon DioxideSolvent

Procedure

To 4-(1,1-Dimethylethyl)phenylmethyl ketone (5 g) in absolute ethanol (50 ml) heated to 80° C. with stirring was added N,N-dimethylformamide diethyl acetal (5.01 g) in absolute ethanol (2.5 ml) dropwise over 5 minutes, heated under reflux with stirring overnight and the reaction followed by tlc. The excess ethanol was removed under reduced pressure to give a brown oil which was cooled in cardice to give a yellow solid. The product was recrystallised from petroleum ether 40°-60° C.

Workup

  1. temperatureheated
  2. temperatureunder reflux
  3. stirringwith stirring overnight
  4. customThe excess ethanol was removed under reduced pressure
  5. customto give a brown oil which
  6. customto give a yellow solid
  7. customThe product was recrystallised from petroleum ether 40°-60° C.

Sources & evidence

ORD record
ord-37e976f7beec4fc9a365afe0112c3f65
Source dataset
uspto-grants-1991_01
Patent number
US04983619

Reaction notes

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