2-(4-Chlorobenzyl)malonic acid → 2-(4-Fluorobenzyl)malonic acid

HRID 928715Notes

Reaction equation

HRID 928715 reaction equation
ClC1C=CC(CC2C(=O)OC(C)(C)OC2=O)=CC=1.ClC1C=CC(CC(C(O)=O)C(O)=O)=CC=1.[F:34][C:35]1[CH:51]=[CH:50][C:38]([CH2:39][CH:40]2[C:45](=[O:46])[O:44]C(C)(C)[O:42][C:41]2=[O:49])=[CH:37][CH:36]=1>>[F:34][C:35]1[CH:36]=[CH:37][C:38]([CH2:39][CH:40]([C:41]([OH:49])=[O:42])[C:45]([OH:46])=[O:44])=[CH:50][CH:51]=1

Participants

4

Reactant 3

HCID 27851452-(4-Chlorobenzyl)malonic acid3×HCID 108801105-(4-Chlorobenzyl)-2,2-dimethyl-1,3-dioxane-4,6-dioneHCID 860963525-(4-Fluorobenzyl)-2,2-dimethyl-1,3-dioxane-4,6-dione

Product 1

HCID 151206432-(4-Fluorobenzyl)malonic acid

Procedure

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

Sources & evidence

ORD record
ord-0f0f7dfd230642ea8809551852c2112a
Source dataset
uspto-grants-2016_03
Patent number
US09290476B2

Reaction notes

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