7-(3-cyclopropyl-2-propyl)-1,2-dihydro9-hydroxy-4-oxo-4H-thieno[2,3-c][1]benzopyran → 7-(3-cyclopropyl-2-propyl)-4,4-di(1-hexyl)-1,2-dihydro-9-hydroxy-4H-thieno[2,3-c][1]benzopyran

HRID 1282850Notes

Reaction equation

HRID 1282850 reaction equation
[CH:1]1([CH2:4][CH:5]([C:7]2[CH:20]=[C:19]([OH:21])[C:10]3[C:11]4[CH2:18][CH2:17][S:16][C:12]=4[C:13](=O)[O:14][C:9]=3[CH:8]=2)[CH3:6])[CH2:3][CH2:2]1.[CH2:22]([Mg]Br)[CH2:23][CH2:24][CH2:25][CH2:26][CH3:27]>>[CH:1]1([CH2:4][CH:5]([C:7]2[CH:20]=[C:19]([OH:21])[C:10]3[C:11]4[CH2:18][CH2:17][S:16][C:12]=4[C:13]([CH2:3][CH2:2][CH2:1][CH2:4][CH2:5][CH3:6])([CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH3:27])[O:14][C:9]=3[CH:8]=2)[CH3:6])[CH2:3][CH2:2]1

Participants

3

Reactant 2

HCID 214338707-(3-cyclopropyl-2-propyl)-1,2-dihydro9-hydroxy-4-oxo-4H-thieno[2,3-c][1]benzopyranHCID 178444609HCID 178444609, compound

Product 1

HCID 214338907-(3-cyclopropyl-2-propyl)-4,4-di(1-hexyl)-1,2-dihydro-9-hydroxy-4H-thieno[2,3-c][1]benzopyran

Procedure

By reacting 7-(3-cyclopropyl-2-propyl)-1,2-dihydro-9-hydroxy-4-oxo-4H-thieno[2,3-c] [1]benzopyran with n-hexyl magnesium bromide, using the procedure described above in Example 8, there is obtained 7-(3-cyclopropyl-2-propyl)-4,4-di(1-hexyl)-1,2-dihydro-9-hydroxy-4H-thieno[2,3-c] [1]benzopyran. The benzopyran is then reacted with morpholinoacetic acid and dicyclohexylcarbodiimide according to the method of Example 9 to yield the desired ester.

Sources & evidence

ORD record
ord-2aa55af7f3004626bfb9d34ec75cf5e7
Source dataset
uspto-grants-1976_08
Patent number
US03972880

Reaction notes

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