Propionic anhydride → HCID 70491093, compound

HRID 371165Notes

Reaction equation

HRID 371165 reaction equation
[C:1]1([CH2:7][CH2:8][CH2:9][CH:10]([O:12][C:13]2[CH:18]=[CH:17][C:16]([CH:19]3[CH2:24][CH:23]([OH:25])[CH2:22][CH2:21][NH:20]3)=[C:15]([O:26]CC3C=CC=CC=3)[CH:14]=2)[CH3:11])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:34](OC(=O)CC)(=O)[CH2:35][CH3:36].[H-].[Al+3].[Li+].[H-].[H-].[H-]>>[CH2:34]([N:20]1[CH2:21][CH2:22][C@H:23]([OH:25])[CH2:24][C@@H:19]1[C:16]1[CH:17]=[CH:18][C:13]([O:12][CH:10]([CH2:9][CH2:8][CH2:7][C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[CH3:11])=[CH:14][C:15]=1[OH:26])[CH2:35][CH3:36]

Participants

4

Reactant 3

HCID 31263Propionic anhydrideHCID 21226445Aluminium lithium hydrideHCID 54515114HCID 54515114, compound

Product 1

HCID 70491093HCID 70491093, compound

Procedure

Acylation of 2-[4-(5-phenyl-2-pentyloxy)-2-benzyloxyphenyl]-4-piperidinol with propionic anhydride by the method of Example 8, followed by lithium aluminum hydride reduction of the resulting N,O-dipropionyl intermediate by the method of Example 9, Part A, and finally, debenzylation by the method of Example 9, Part B, provides the title compound in like manner.

Sources & evidence

ORD record
ord-ff32dff8408a4797a67663bba44c5199
Source dataset
uspto-grants-1985_07
Patent number
US04529732

Reaction notes

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