2-(2-Ethyl-[1,3]dioxolan-2-yl)thiophene-4-carbaldehyde → Dimethyl 4-{(e)-2-[2-(2-ethyl-[1,3]dioxolan-2-yl)-4-thienyl]vinyl}phthalate

HRID 49351Notes

Reaction equation

HRID 49351 reaction equation
[CH2:1]([C:3]1([C:8]2[S:9][CH:10]=[C:11]([CH:13]=O)[CH:12]=2)[O:7][CH2:6][CH2:5][O:4]1)[CH3:2].C(OP([CH2:23][C:24]1[CH:25]=[C:26]([C:34]([O:36][CH3:37])=[O:35])[C:27](=[CH:32][CH:33]=1)[C:28]([O:30][CH3:31])=[O:29])(OCC)=O)C.CC(C)([O-])C.[K+]>>[CH2:1]([C:3]1([C:8]2[S:9][CH:10]=[C:11](/[CH:13]=[CH:23]/[C:24]3[CH:25]=[C:26]([C:34]([O:36][CH3:37])=[O:35])[C:27](=[CH:32][CH:33]=3)[C:28]([O:30][CH3:31])=[O:29])[CH:12]=2)[O:4][CH2:5][CH2:6][O:7]1)[CH3:2]

Participants

4

Procedure

In a manner similar to that of Example 8(a), by reaction of 4.6 g (21.6 mmol) of 2-(2-ethyl-[1,3]dioxolan-2-yl)thiophene-4-carbaldehyde with 8.9 g (26 mmol) of dimethyl 4-(diethoxyphosphorylmethyl)-phthalate and 2.9 g (26 mmol) of potassium tert-butoxide, the desired product is obtained in the form of a yellow oil (m=7 g; Y=87%).

Sources & evidence

ORD record
ord-66927e59cd994063a13d411d39700dba
Source dataset
uspto-grants-2004_03
Patent number
US06706725B1

Reaction notes

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