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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 900491Generated: October 30, 2026

Sulfuric Acid → HCID 22178189, compound

https://huagongshe.com/reaction/900491

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSulfuric AcidHCID 1118—
ReactantDiisopropylamineHCID 7912—
ReactantLithium diisopropylamideHCID 2724682—
Reactant3-(Benzyloxy)propanalHCID 10888261—
ReactantButyllithiumHCID 178418339—
SolventDiethyl EtherHCID 3283—
SolventTetrahydrofuranHCID 8028—
ProductHCID 22178189HCID 22178189—

Reaction Conditions

Temperature-65 °C

Reaction Steps

5.47 g (79.17 mmol) of isobutyric acid nitrile is added in drops at −65° C. to an LDA solution (produced from 33.64 g (79.17 mmol) of n-butyllithium 15% in hexane, (1.6 M) and 80.1 g (79.17 mmol) of diisopropylamine), and it is stirred for 20 minutes at −65° C. Then, a solution that consists of 10 g (60.9 mmol) of 3-benzyloxy-1-propanaldehyde in 20 ml of THF is added in drops (over 60 minutes). The temperature is kept at −65° C.! Then, it is stirred for one more hour. It is now heated to −20° C., a solution that consists of 20% sulfuric acid is added in drops, and the temperature is allowed to reach +10° C. Then, 50 ml of MTB-ether is added, and then the organic phase is separated. The organic phase is washed with water and then with saturated sodium bicarbonate. Finally, it is washed once more with water and then evaporated to the dry state in a vacuum.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07358382B2
Source datasetuspto-grants-2008_04
ORD IDord-4152116586a847fb931f43dee2d136ab
Source noteuspto-grants-2008_04