Benzoic Acid → HCID 11264253, compound

Three parts of benzoic acid was mixed with 2.6 parts of 2-methyl-butane-2,4-diol, 0.6 part of 4-dimethylaminopyridine and 45 parts of dehydrated tetrahydrofuran. To the obtained mixture, 5.6 parts of N,N′-dicyclohexylcarbodiimide was added, and then the obtained mixture was stirred at room temperature for 24 hours. The resultant mixture was filtrated and the filtrate was concentrated. To the residue, 33 parts of methyl tert-butyl ether was added and then, 17 parts of 2% aqueous oxalic acid solution was added. The resultant mixture was stirred and filtrated. The filtrate was separated into an organic layer and an aqueous layer. The organic layer was washed five times with ion-exchanged water and then dried over 3.1 parts of magnesium sulfate. The mixture was filtrated and the obtained filtrate was concentrated. The obtained residue was mixed with 6 parts of methyl tert-butyl ether and the resultant mixture was filtrated. The filtrate was concentrated to obtain 4.8 parts of 3-methyl-3-hydroxybutyl benzoate as colorless oil. This compound is called as Compound (G).

1. filtrationThe resultant mixture was filtrated
2. concentrationthe filtrate was concentrated
3. additionTo the residue, 33 parts of methyl tert-butyl ether was added
4. addition17 parts of 2% aqueous oxalic acid solution was added
5. stirringThe resultant mixture was stirred
6. filtrationfiltrated
7. customThe filtrate was separated into an organic layer
8. washThe organic layer was washed five times with ion-exchanged water
9. dry with materialdried over 3.1 parts of magnesium sulfate
10. filtrationThe mixture was filtrated
11. concentrationthe obtained filtrate was concentrated
12. additionThe obtained residue was mixed with 6 parts of methyl tert-butyl ether
13. filtrationthe resultant mixture was filtrated
14. concentrationThe filtrate was concentrated

ORD record

ord-4e7821e1053442c88cbf8c02d735b61b

Source dataset

uspto-grants-2014_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08808960B2