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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1921207Generated: October 31, 2026

Sodium hydride → HCID 86619737, compound

https://huagongshe.com/reaction/1921207

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactanttert-Butyl bromoacetateHCID 79177—
ReactantSpiro[indole-3,4'-oxan]-2(1H)-oneHCID 39240582—
SolventDimethylformamideHCID 6228—
ProductHCID 86619737HCID 86619737—

Reaction Steps

Sodium hydride (8.00 mg of a 60% dispersion in mineral oil, 0.207 mmol) was added to a solution of 2′,3′,5′,6′-tetrahydrospiro[indole-3,4′-pyran]-2(1H)-one from Step A (35.0 mg, 0.172 mmol) in DMF (1 mL) at 0° C. After 1 hr, tert-butyl bromoacetate (0.280 mL, 0.189 mmol) was added and the reaction warmed to ambient temperature. After 18 h, the reaction was partitioned between CH2Cl2 (10 mL) and saturated NH4Cl (10 mL). The organic layer was dried over Na2SO4, filtered, and concentrated in vacuo to give the title compound. MS: m/z=318 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08173655B2
Source datasetuspto-grants-2012_05
ORD IDord-f016b5247c344017905fa0fd380c8a35
Source noteuspto-grants-2012_05