Acetyl chloride → HCID 12070472, compound

HRID 1937247Notes

Reaction equation

HRID 1937247 reaction equation
[C:1](Cl)(=[O:3])[CH3:2].[N+:5]([C:8]12[CH2:17][CH:12]3[CH2:13][CH:14]([CH2:16][C:10]([OH:18])([CH2:11]3)[CH2:9]1)[CH2:15]2)([O-:7])=[O:6]>CN(C=O)C>[C:1]([O:18][C:10]12[CH2:16][CH:14]3[CH2:13][CH:12]([CH2:17][C:8]([N+:5]([O-:7])=[O:6])([CH2:15]3)[CH2:9]1)[CH2:11]2)(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 6367Acetyl chlorideHCID 3522593HCID 3522593, compound

Product 1

HCID 12070472HCID 12070472, compoundYield 95%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
40 °C

Procedure

In an atmosphere of nitrogen, 10 mmole of 1-nitro-3-adamantanol obtained by the method of Example 4 and 12 mmole of triethylamine were dissolved in 10 ml of DMF. To the mixture, 11 mmole of acetyl chloride was added dropwise over 30 minutes at 40° C. The mixture was stirred for another 3 hours at 40° C. As a result, the conversion of 1-nitro-3-adamantanol was 99%, and 1-acetyloxy-3-nitroadamantane (yield 95%) was formed.

Sources & evidence

ORD record
ord-a47dc77dfce54526afc524759c61e515
Source dataset
uspto-grants-2002_05
Patent number
US06392104B1

Reaction notes

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