Trifluoroacetic acid → 4-[4-(Allyloxy)-4-oxobutyryloxy]butyric acid

HRID 1766894Notes

Reaction equation

HRID 1766894 reaction equation
[C:1]([O:23][CH2:24][CH:25]=[CH2:26])(=[O:22])[CH2:2][CH2:3][C:4]([O:6][CH2:7][CH2:8][CH2:9][C:10]([O:12]CC1C=CC(OC)=CC=1)=[O:11])=[O:5].C1(OC)C=CC=CC=1.FC(F)(F)C(O)=O>>[CH2:24]([O:23][C:1](=[O:22])[CH2:2][CH2:3][C:4]([O:6][CH2:7][CH2:8][CH2:9][C:10]([OH:12])=[O:11])=[O:5])[CH:25]=[CH2:26]

Participants

4

Reactant 3

HCID 6422Trifluoroacetic acidHCID 7519AnisoleHCID 58885318Allyl 4-[(4-methoxybenzyl)oxy]-4-oxobutyl succinate

Product 1

HCID 211104604-[4-(Allyloxy)-4-oxobutyryloxy]butyric acid

Procedure

According to a similar procedure to that described in Example 13-(2), allyl 4-[(4-methoxybenzyl)oxy]-4-oxobutyl succinate (546 mg, 1.50 mmol) obtained from Example 14-(4) was treated with anisole (0.50 ml) and trifluoroacetic acid (5 ml), to afford 4-[4-(allyloxy)-4-oxobutyryloxy]butyric acid, and then treated with oxalyl chloride (290 mg) to give crude allyl 4-chloro-4-oxobutyl succinate.

Sources & evidence

ORD record
ord-81be0c65047745baac5b51a625c4e817
Source dataset
uspto-grants-2007_06
Patent number
US07230023B2

Reaction notes

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