5-(4-Fluorobenzyl)-2,2-dimethyl-1,3-dioxane-4,6-dione → 2-(4-Fluorobenzyl)malonic acid

HRID 926513Notes

Reaction equation

HRID 926513 reaction equation
S1C(CC2C(=O)OC(C)(C)OC2=O)=CC2C=CC=CC1=2.S1C(CC(C(O)=O)C(O)=O)=CC2C=CC=CC1=2.[F:38][C:39]1[CH:55]=[CH:54][C:42]([CH2:43][CH:44]2[C:49](=[O:50])[O:48]C(C)(C)[O:46][C:45]2=[O:53])=[CH:41][CH:40]=1>>[F:38][C:39]1[CH:40]=[CH:41][C:42]([CH2:43][CH:44]([C:45]([OH:53])=[O:46])[C:49]([OH:50])=[O:48])=[CH:54][CH:55]=1

Participants

4

Reactant 3

HCID 860963525-(4-Fluorobenzyl)-2,2-dimethyl-1,3-dioxane-4,6-dioneHCID 867155895-(Benzo[b]thiophen-2-ylmethyl)-2,2-dimethyl-1,3-dioxane-4,6-dioneHCID 867155902-(Benzo[b]thiophen-2-ylmethyl)malonic acid3×

Product 1

HCID 151206432-(4-Fluorobenzyl)malonic acid

Procedure

The title compound was prepared by substituting 5-(benzo[b]thiophen-2-ylmethyl)-2,2-dimethyl-1,3-dioxane-4,6-dione (Intermediate 39: step a) with 5-(4-fluorobenzyl)-2,2-dimethyl-1,3-dioxane-4,6-dione (Intermediate 42: step a) then following the procedure described for the preparation of 2-(benzo[b]thiophen-2-ylmethyl)malonic acid (Intermediate 39: step b).

Sources & evidence

ORD record
ord-bbc74e13013c42aeb2d82bdbcb3f4d9a
Source dataset
uspto-grants-2016_03
Patent number
US09284308B2

Reaction notes

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