Acetyl chloride → HCID 21503593, compound

HRID 1288148Notes

Reaction equation

HRID 1288148 reaction equation
OC1C2=NC3C=CC=CC=3C(C)=C2CNCC1.C([Cl:21])(=O)C.[C:22]([N:25]1[CH2:40][CH2:39][CH:38]([O:41]C(=O)C)[C:28]2=[N:29][C:30]3[CH:31]=[CH:32][CH:33]=[CH:34][C:35]=3[C:36]([CH3:37])=[C:27]2[CH2:26]1)(=[O:24])[CH3:23].[OH-].[Na+]>>[ClH:21].[C:22]([N:25]1[CH2:40][CH2:39][CH:38]([OH:41])[C:28]2=[N:29][C:30]3[CH:31]=[CH:32][CH:33]=[CH:34][C:35]=3[C:36]([CH3:37])=[C:27]2[CH2:26]1)(=[O:24])[CH3:23]

Participants

5

Reactant 4

HCID 6367Acetyl chlorideHCID 14798Sodium HydroxideHCID 3044012HCID 3044012, compoundHCID 21503466HCID 21503466, compound

Product 1

HCID 21503593HCID 21503593, compoundYield 79%

Procedure

2-Acetyl-5-hydroxy-11-methyl-2,3,4,5-tetrahydro-1H-azepino[4,3-b]quinoline hydrochloride was prepared from 5-hydroxy-11-methyl-2,3,4,5-tetrahydro-1H-azepino[4,3-b]quinoline and acetyl chloride analogous to Example 63, followed by hydrolysis of the intermediate 2-acetyl-5-acetoxy-2,3,4,5-tetrahydro-11-methyl-1H -azepino[4,3-b]quinoline with dilute sodium hydroxide.

Sources & evidence

ORD record
ord-e4892135f4ac49d785a3dc41989ccfec
Source dataset
uspto-grants-1976_10
Patent number
US03987047

Reaction notes

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