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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1096489Generated: October 31, 2026

Acetic Acid → HCID 66786496, compound

https://huagongshe.com/reaction/1096489

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantAcetaldehydeHCID 177—
ReactantHydrochloric AcidHCID 313—
ReactantSodium triacetoxyborohydrideHCID 5049666—
ReactantHCID 66786661HCID 66786661—
SolventTetrahydrofuranHCID 8028—
ProductHCID 66786496HCID 66786496—

Reaction Conditions

Temperature70 °C

Reaction Steps

1-(Phenylsulfonyl)-3,4,5,6-tetrahydro-1H-azepino[3,4,5-cd]indole hydrochloride, Example 12 (70 mg, 0.2 mmol) was dissolved in THF (4 mL) before sodium triacetoxyborohydride (142 mg, 0.7 mmol) and acetic acid (134 mg, 2.2 mmol) was added. acetaldehyde (14.7 mg, 0.3 mmol) was added and the reaction mixture was heated in MW at 70° C. for 600 s. The reaction mixture was evaporated and the crude product was purified by preparative HPLC (33-63), using Xterra column. The product was isolated and transformed to the hydrochloride. 12.9 mg of the pure product was isolated as a clear oil. MS m/z 341 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08138333B2
Source datasetuspto-grants-2012_03
ORD IDord-5624536f1c7348c6a18b240c66512294
Source noteuspto-grants-2012_03