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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1478159Generated: November 1, 2026

Acetic Acid → HCID 118511097, compound

https://huagongshe.com/reaction/1478159

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantChloroformHCID 6212—
ReactantDiisobutylaluminum hydrideHCID 14487—
ReactantHCID 13671287HCID 13671287—
SolventTolueneHCID 1140—
ProductHCID 118511097HCID 118511097—

Reaction Conditions

Temperature-78 °C

Reaction Steps

1,4,10-Trioxadispiro[4.2.4.2]tetradecan-9-one (880 mg, 4.15 mmol) in toluene (30 mL), under nitrogen, was cooled to −78° C. and treated with 1M DIBAL-H (1M in toluene) (4.56 mL, 4.56 mmol). The reaction mixture was stirred at −78° C. for 2 hours. The resulting mixture was treated with 10% aqueous acetic acid solution (18 mL)/ice 60 g) and stirred for 5 mins with chloroform (150 mL). The aqueous was separated and extracted with chloroform (×3) and the combined organic extracts were dried over MgSO4 and filtered. The solvent was removed under reduced pressure to afford the title compound;

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09403810B2
Source datasetuspto-grants-2016_08
ORD IDord-fdd79c38dbf94f888ac891345db36bd6
Source noteuspto-grants-2016_08