Pinacolone → HCID 11514521, compound

HRID 1010524Notes

Reaction equation

C([O-])(=O)C.[NH4+:5].C(O[C:9](=[O:13])[CH2:10][C:11]#[N:12])C.[CH3:14][C:15]([CH3:20])([CH3:19])[C:16](=O)[CH3:17].[CH3:21][C:22]1[CH:29]=[CH:28][C:25]([CH:26]=O)=[CH:24][CH:23]=1>C(O)C>[C:15]([C:16]1[NH:5][C:9](=[O:13])[C:10]([C:11]#[N:12])=[C:21]([C:22]2[CH:29]=[CH:28][C:25]([CH3:26])=[CH:24][CH:23]=2)[CH:17]=1)([CH3:20])([CH3:19])[CH3:14]

Participants

Conditions

Temperature: 20 °C

Procedure

A solution of 5.13 g of ammonium acetate, 886 μl of cyanoacetic acid ethyl ester, 1.03 ml of 3,3-dimethyl-2-butanone and 1 g of 4-methylbenzaldehyde in 40 ml of ethanol is stirred for 6 hours at 80° C. Then, it is stirred for 5 more hours at 20° C. The precipitated product is filtered off. The filtrate is rewashed with ethanol and hexane. 630 mg of product is obtained.

Workup

filtrationThe precipitated product is filtered off

Sources & evidence

ORD record: ord-522582697085438a9929c0f3da70f20f
Source dataset: uspto-grants-2011_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07977325B2

Reaction notes

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