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

HRID 2398910Notes

Reaction equation

HRID 2398910 reaction equation
[CH:1]1([CH2:4][CH:5]([C:7]2[CH:31]=[C:30]([OH:32])[C:10]3[C:11]4[CH2:29][CH2:28][S:27][C:12]=4[C:13]([CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH3:26])([CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20])[O:14][C:9]=3[CH:8]=2)[CH3:6])[CH2:3][CH2:2]1.[O:33]1[CH2:38][CH2:37][N:36]([CH2:39][C:40](O)=[O:41])[CH2:35][CH2:34]1.C1(N=C=NC2CCCCC2)CCCCC1>>[CH:1]1([CH2:4][CH:5]([C:7]2[CH:31]=[C:30]([O:32][C:40](=[O:41])[CH2:39][N:36]3[CH2:37][CH2:38][O:33][CH2:34][CH2:35]3)[C:10]3[C:11]4[CH2:29][CH2:28][S:27][C:12]=4[C:13]([CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH3:26])([CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20])[O:14][C:9]=3[CH:8]=2)[CH3:6])[CH2:3][CH2:2]1

Participants

4

Reactant 3

HCID 10868DicyclohexylcarbodiimideHCID 4389684-Morpholineacetic acidHCID 214338907-(3-cyclopropyl-2-propyl)-4,4-di(1-hexyl)-1,2-dihydro-9-hydroxy-4H-thieno[2,3-c][1]benzopyran

Product 1

HCID 214338877-(3-cyclopropyl-2-propyl)-4,4-di(1-hexyl)-1,2-dihydro-9-morpholinoacetoxy-4H-thieno[2,3-c][1]benzopyran

Procedure

By reacting 7-(3-cyclopropyl-2-propyl)-1,2-dihydro9-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-7fd4fe264e1648c9a2f34c87eff4050c
Source dataset
uspto-grants-1977_05
Patent number
US04025630

Reaction notes

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