Dimethyl 4-{2-[2-(2-ethyl-[1,3]dioxolan-2-yl)-4-thienyl]ethyl}phthalate → (4-{2-[2-(2-Ethyl-[1,3]dioxolan-2-yl)-4-thienyl]-ethyl}-2-hydroxymethylphenyl)methanol

HRID 49352Notes

Reaction equation

HRID 49352 reaction equation
[CH2:1]([C:3]1([C:8]2[S:9][CH:10]=[C:11]([CH2:13][CH2:14][C:15]3[CH:16]=[C:17]([C:25](OC)=[O:26])[C:18](=[CH:23][CH:24]=3)[C:19](OC)=[O:20])[CH:12]=2)[O:7][CH2:6][CH2:5][O:4]1)[CH3:2].[H-].[Al+3].[Li+].[H-].[H-].[H-]>>[CH2:1]([C:3]1([C:8]2[S:9][CH:10]=[C:11]([CH2:13][CH2:14][C:15]3[CH:24]=[CH:23][C:18]([CH2:19][OH:20])=[C:17]([CH2:25][OH:26])[CH:16]=3)[CH:12]=2)[O:4][CH2:5][CH2:6][O:7]1)[CH3:2]

Participants

3

Reactant 2

HCID 20636311Dimethyl 4-{2-[2-(2-ethyl-[1,3]dioxolan-2-yl)-4-thienyl]ethyl}phthalateHCID 21226445Aluminium lithium hydride

Product 1

HCID 20636295(4-{2-[2-(2-Ethyl-[1,3]dioxolan-2-yl)-4-thienyl]-ethyl}-2-hydroxymethylphenyl)methanol

Procedure

In a manner similar to that of Example 6(f), by reaction of 6.7 g (18 mmol) of dimethyl 4-{2-[2-(2-ethyl-[1,3]dioxolan-2-yl)-4-thienyl]ethyl}phthalate with 1.6 g (43 mmol) of lithium aluminium hydride, the desired product is obtained in the form of a colourless oil (m=5.3 g; Y=85%).

Sources & evidence

ORD record
ord-806398b0c54b4c3eaa6c5b1af1ee5cc6
Source dataset
uspto-grants-2004_03
Patent number
US06706725B1

Reaction notes

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