Diethyl Malonate → Diethyl 2-[(1-tridecynyl)phenyl]methylenepropan-1,3-dioate

HRID 255992

Reaction equation

[C:1]([C:14]1[CH:21]=[CH:20][CH:19]=[CH:18][C:15]=1[CH:16]=O)#[C:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH3:13].[C:22]([O:30][CH2:31][CH3:32])(=[O:29])[CH2:23][C:24]([O:26][CH2:27][CH3:28])=[O:25]>>[C:1]([C:14]1[CH:21]=[CH:20][CH:19]=[CH:18][C:15]=1[CH:16]=[C:23]([C:24]([O:26][CH2:27][CH3:28])=[O:25])[C:22]([O:30][CH2:31][CH3:32])=[O:29])#[C:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH3:13]

Participants

Reactant 2

HCID 7761Diethyl Malonate

HCID 136885012-(1-Tridecynyl)benzaldehyde

Product 1

HCID 20165387Diethyl 2-[(1-tridecynyl)phenyl]methylenepropan-1,3-dioate

Procedure

A solution of 2-(1-tridecynyl)benzaldehyde (6.42, 22.6 mmol from example 3) was condensed with diethyl malonate (3.72 g) as described in example 1 to give 2.00 g (21%, 36% on the basis of unrecovered starting material) of the title compound identical with that prepared in example 6 above.

Sources & evidence

ORD record: ord-62f05dd6140a4f23af3c4f8e6bc03328
Source dataset: uspto-grants-1987_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04699995

Linked notes

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