Acetic Anhydride → HCID 178474715, compound

HRID 634768Notes

Reaction equation

HRID 634768 reaction equation
[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([C@H:15]2[CH2:20][CH2:19][C@H:18]([NH:21][CH2:22][CH2:23][CH2:24][C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=3)[CH2:17][CH2:16]2)=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:31](OC(=O)C)(=[O:33])[CH3:32]>N1C=CC=CC=1>[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([C@H:15]2[CH2:16][CH2:17][C@H:18]([N:21]([CH2:22][CH2:23][CH2:24][C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=3)[C:31](=[O:33])[CH3:32])[CH2:19][CH2:20]2)=[CH:11][CH:10]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 178420266HCID 178420266, compound

Product 1

HCID 178474715HCID 178474715, compoundYield 59%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A mixture of trans-[4-(4-benzyloxy-phenyl)-cyclohexyl]-(3-phenyl-propyl)-amine (0.4 g, 1.0 mmol), pyridine (4 ml) and acetic anhydride (2 ml) was stirred at 0° for 1 h. Evaporation of the solvents and crystallization of the residue with hexane, gave trans-N-[4-(4-benzyloxy-phenyl)-cyclohexyl]-N-(3-phenyl-propyl)-acetamide (0.26 g, 59%) as white crystals. Mp. 80.0-81.5°, MS: m/e=441 (M+).

Workup

  1. customEvaporation of the solvents and crystallization of the residue with hexane

Sources & evidence

ORD record
ord-e79bd780ddda49198a50c2df5936db83
Source dataset
uspto-grants-2001_02
Patent number
US06184236B2

Reaction notes

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