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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 874322Generated: October 31, 2026

Acetic Acid → HCID 67071514, compound

https://huagongshe.com/reaction/874322

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
Reactant1-Methyl-1H-indole-3-carbaldehydeHCID 87894—
ReactantSodium triacetoxyborohydrideHCID 5049666—
ReactantHCID 67071422HCID 67071422—
SolventDichloromethaneHCID 6344—
ProductHCID 67071514HCID 6707151468.6%

Reaction Steps

TEA (0.11 ml, 0.77 mmol) was added to a suspension of Intermediate 4 (240 mg, 0.77 mmol) in DCM (10 ml). The mixture was stirred at RT for 10 min and then the pH value was adjusted to 5 with AcOH. The mixture was treated with N-methyl-indol-3-carbaldehyde (148 mg, 0.93 mmol) and NaBH(OAc)3 (197 mg, 0.93 mmol) following the procedure described in Example 31, Step A, giving (E)-3-[1′-(1-methyl-1H-indol-3-ylmethyl)-4-oxo-spiro(chromane-2,3′-azetidine)-6-yl]-acrylic acid methyl ester (220 mg) as a light orange oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08980877B2
Source datasetuspto-grants-2015_03
ORD IDord-8e0a8d5e6ad84ac9840bd3d53245846e
Source noteuspto-grants-2015_03