Diethyl Malonate → HCID 20147153, compound

HRID 569491Notes

Reaction equation

[C:1]([C:9]1[S:13][C:12]([CH:14]=O)=[CH:11][CH:10]=1)#[C:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8].[C:16]([O:24][CH2:25][CH3:26])(=[O:23])[CH2:17][C:18]([O:20][CH2:21][CH3:22])=[O:19]>>[C:1]([C:9]1[S:13][C:12]([CH:14]=[C:17]([C:18]([O:20][CH2:21][CH3:22])=[O:19])[C:16]([O:24][CH2:25][CH3:26])=[O:23])=[CH:11][CH:10]=1)#[C:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8]

Participants

Reactant 2

HCID 7761Diethyl Malonate

HCID 20147157HCID 20147157, compound

Product 1

HCID 20147153HCID 20147153, compoundYield 96.7%

Procedure

Reaction of 5-(1-octynyl)-2-thiophenecarboxaldehyde (2.64 g 12 mmole) with diethyl malonate as described in Example 3 yielded the title compound as a yellow oil 4.2 g (96.7%). νmax (film) 2225, 1730, 1615, 865, 805; δ(CDCl3), 0.90(3H, t, J=6 Hz), 1.5(14H, m), 2.32(2H, t, J=6 Hz), 4.30(2H, q, J=7.5), 4.4(2H, q, J=7.5), 7.03 (1H, d, J=3 Hz), 7.23(1H, d, J=3 Hz), 7.76(1H, s).

Sources & evidence

ORD record: ord-1a9670d19726497fb65c0d1bf0930e68
Source dataset: uspto-grants-1988_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04732901

Reaction notes

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