Ethanol → HCID 53702167, compound

HRID 867351Notes

Reaction equation

HRID 867351 reaction equation
[C:1]([C:4]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[N:6]([CH2:13][CH2:14][N:15]2[CH2:20][CH2:19][O:18][CH2:17][CH2:16]2)[C:5]=1[CH3:21])(=[O:3])[CH3:2].[F:22][C:23]1[CH:30]=[CH:29][CH:28]=[CH:27][C:24]=1[CH:25]=O.C(O)C.[OH-].[K+]>C(OCC)(=O)C>[F:22][C:23]1[CH:30]=[CH:29][CH:28]=[CH:27][C:24]=1[CH:25]=[CH:2][C:1]([C:4]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[N:6]([CH2:13][CH2:14][N:15]2[CH2:20][CH2:19][O:18][CH2:17][CH2:16]2)[C:5]=1[CH3:21])=[O:3]

Participants

6

Reactant 4

HCID 702EthanolHCID 14797Potassium HydroxideHCID 67970o-FluorobenzaldehydeHCID 13645595JWH-001

Product 1

HCID 53702167HCID 53702167, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Following a procedure similar to that described in Example 20A above, 14.75 g. (0.0516 mole) of 3-acetyl-2-methyl-1-[2-(4-morpholinyl)ethyl]-1H-indole (Example 20A) was reacted with 2-fluorobenzaldehyde in 260 ml. of ethanol in the presence of 3.44 g. (0.061 mole) of potassium hydroxide pellets and the product, in the form of the free base, recrystallized from ethyl acetate to give 10.0 (54%) of 3-(2-fluorocinnamoyl)-2-methyl-1-[2-(4-morpholinyl)ethyl]-1H-indole. m.p. 113°-116° C.

Sources & evidence

ORD record
ord-df6268c2b61a424ea6a2d45af596f05b
Source dataset
uspto-grants-1988_10
Patent number
USRE032761

Reaction notes

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