Sodium ethoxide → HCID 54345555, compound

HRID 477316

Reaction equation

HRID 477316 reaction equation
CN(C)C(=CC=C(C1C=CC=CC=1)C(OCC)=O)C(OCC)=S.F[B-](F)(F)F.[CH3:29][N:30]([CH3:42])[C:31]([C:37]([O:39][CH2:40][CH3:41])=[O:38])=[CH:32][CH:33]=[N+](C)C.CC[O-].[Na+].[CH2:47]([S:50][CH2:51][C:52]([O:54][CH2:55][CH3:56])=[O:53])[CH:48]=[CH2:49]>C(O)C>[CH2:47]([S:50][C:51]([C:52]([O:54][CH2:55][CH3:56])=[O:53])=[CH:33][CH:32]=[C:31]([N:30]([CH3:42])[CH3:29])[C:37]([O:39][CH2:40][CH3:41])=[O:38])[CH:48]=[CH2:49]

Participants

6

Reactant 4

HCID 2723922Sodium ethoxideHCID 12717294Ethyl [(prop-2-en-1-yl)sulfanyl]acetateHCID 86743575N-(dimethylamino-3-ethoxycarbonylpropenylidene)-N-methylmethanaminium tetrafluoroborateHCID 86743580Diethyl 2-dimethylamino-5-phenylthio-2,4-hexadienedioate

Product 1

HCID 54345555HCID 54345555, compoundYield 84.6%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

The procedure is as in Example 2 for the preparation of diethyl 2-dimethylamino-5-phenylthio-2,4-hexadienedioate, starting with N-(3-dimethylamino-3-ethoxycarbonylpropenylidene)-N-methylmethanaminium tetrafluoroborate (5.5 g), a 2M ethanolic solution of sodium ethylate (9.7 cc) and ethyl (allylthio)acetate (3.1 g) in ethanol (31 cc). Diethyl 5-allylthio-2-dimethylamino-2,4-hexadienedioate (5.1 g) is thereby obtained, and is used in the crude state in the subsequent phases.

Sources & evidence

ORD record
ord-521fc0e724324f72989f88da60a68ab7
Source dataset
uspto-grants-1989_12
Patent number
US04886835

Linked notes

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