Ethanol → HCID 69946164, compound

HRID 1018517Notes

Reaction equation

[N+:1]([C:4]1[CH:5]=[C:6](C=C[CH:23]=1)[CH:7]=[CH:8][C:9](=O)[CH2:10][C:11]([O:13][CH2:14][CH:15]1[CH2:19][CH2:18][CH2:17][O:16]1)=[O:12])([O-:3])=[O:2].[O:24]1[CH2:28][CH2:27][CH2:26][CH:25]1[CH2:29][O:30][C:31](=[O:36])/[CH:32]=[C:33](\[NH2:35])/[CH3:34].[CH2:37](O)[CH3:38]>>[O:16]1[CH2:17][CH2:18][CH2:19][CH:15]1[CH2:14][O:13][C:11]([C:10]1[CH:9]([C:8]2[CH:7]=[CH:6][CH:5]=[C:4]([N+:1]([O-:3])=[O:2])[CH:23]=2)[C:32]([C:31]([O:30][CH2:29][CH:25]2[CH2:26][CH2:27][CH2:28][O:24]2)=[O:36])=[C:33]([CH3:34])[NH:35][C:37]=1[CH3:38])=[O:12]

Participants

Reactant 3

HCID 702Ethanol

HCID 54335594HCID 54335594, compound

HCID 69946325HCID 69946325, compound

Product 1

HCID 69946164HCID 69946164, compoundYield 80%

Conditions

Temperature: -10 °C

Procedure

A solution of 15 g (0.05 mol) of tetrahydrofuran-2-ylmethyl 3-nitrobenzylidenacetoacetate and 8.7 g (0.05 mol) of (tetrahydrofuran-2-ylmethyl)-3-aminocrotonate in 50 ml of abs ethanol, was refluxed with stirring, in the absence of light, along 8 hours. The reaction mixture was then cooled to −10° C. A yellow soild (mp 122-3° C., EtAcO) was obtained with a yield of 80%.

Workup

customA yellow soild (mp 122-3° C., EtAcO) was obtained with a yield of 80%

Sources & evidence

ORD record: ord-8360499970ab41c5b6bdc33e2fad5369
Source dataset: uspto-grants-2002_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06482841B1

Reaction notes

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