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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1055657Generated: October 30, 2026

Acetic Acid → 3-(Hydroxymethyl)-5-(pentafluoro-lambda6-sulphanyl)benzoic acid

https://huagongshe.com/reaction/1055657

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
Reactant3-Hydroxyazetidine hydrochlorideHCID 2759290—
ReactantSodium triacetoxyborohydrideHCID 5049666—
Reactant3-Formyl-5-(pentafluoro-lambda6-sulphanyl)benzoic acidHCID 89699991—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
Product3-(Hydroxymethyl)-5-(pentafluoro-lambda6-sulphanyl)benzoic acidHCID 89699993—

Reaction Steps

54 mg (0.49 mmol) of 3-hydroxyazetidine hydrochloride, 97 mg (0.46 mmol) of sodium triacetoxyborohydride and 0.13 ml (2.35 mmol) of acetic acid were added in succession to a solution of 90 mg (0.32 mmol) of the compound of Example 36A in 3.2 ml of dichloromethane, and the mixture was stirred at RT for 1 h. A little water was then added, and the mixture was concentrated on a rotary evaporator. The residue was purified by preparative HPLC (Method 18). Evaporation of the appropriate fractions and drying of the residue under high vacuum gave 60 mg (66% of theory) of the title compound as the product of the reaction.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09394309B2
Source datasetuspto-grants-2016_07
ORD IDord-6ee1cc95b3a94ddcad5dc234a6021a83
Source noteuspto-grants-2016_07