Malonic Acid → HCID 20147174, compound

HRID 569493Notes

Reaction equation

HRID 569493 reaction equation
[C:1]([C:9]1[CH:10]=[C:11]([CH:14]=O)[S:12][CH:13]=1)#[C:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8].C(O)(=O)[CH2:17][C:18]([OH:20])=[O:19]>CCCCCC>[C:1]([C:9]1[CH:10]=[C:11](/[CH:14]=[CH:17]/[C:18]([OH:20])=[O:19])[S:12][CH:13]=1)#[C:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8]

Participants

4

Reactant 2

HCID 867Malonic AcidHCID 20147164HCID 20147164, compound

Product 1

HCID 20147174HCID 20147174, compoundYield 91%

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Procedure

Reaction of 4-(1-octynyl)-2-thiophenecarboxaldehyde (1.1 g, 5 mmole) with malonic acid by the method described in Example 2 yielded the title compound 1.19 g, (91%) as a fawn solid, mp 81° (hexane) νmax (mull) 2600(vb) 1695, 1680, 1625, 965, 940, 830, 760; δ(CDCl3) 0.90(3H, t, J=6 Hz), 1.4(8H, m), 2.37(t, 2H, J=6 Hz), 6.22(H, d, 15 Hz), 7.25(1H, s), 7.40(1H, s), 7.80(d, 1H, J=15 Hz), 11.5(1H, bs).

Sources & evidence

ORD record
ord-9555b911a98f4e488ddec954ab06fb41
Source dataset
uspto-grants-1988_03
Patent number
US04732901

Reaction notes

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