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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2385324Generated: November 2, 2026

1-Bromopentane → HCID 68598826, compound

https://huagongshe.com/reaction/2385324

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-BromopentaneHCID 8057—
ReactantToluene-4-sulfonic acid 2-cyclopropyl-ethyl esterHCID 13568392—
ReactantSpiro[furo[2,3-g]-1,4-benzodioxin-8(7H),3'-[3H]indol]-2'(1'H)-one, 2,3-dihydroHCID 58224164—
ReactantSpiro[furo[2,3-g]-1,4-benzodioxin-8(7H),3'-[3H]indol]-2'(1'H)-one, 2,3-dihydro-, (3'S)-HCID 59352191—
ProductHCID 68598826HCID 68598826—

Reaction Steps

Following the procedure as described in EXAMPLE 7.3 and making non-critical variations using 2,3-dihydrospiro[furo[2,3-g][1,4]benzodioxine-8,3′-indol]-2′(1′H)-one to replace (S)-2,3-dihydrospiro[furo[2,3-g][1,4]benzodioxine-8,3′-indol]-2′(1′H)-one, and 2-cyclopropylethyl 4-methylbenzenesulfonate to replace 1-bromopentane, 1′-(2-cyclopropylethyl)-2,3-dihydrospiro[furo[2,3-g][1,3]benzodioxine-8,3′-indol]-2′(1′H)-one was obtained (59%) as a colorless solid: 1H NMR (300 MHz, CDCl3) δ 7.12 (d, J=7.4 Hz, 2H), 6.96-7.04 (m, 1H), 6.90 (d, J=7.8 Hz, 1H), 6.45 (s, 1H), 6.19 (s, 1H), 4.72 (ABq, 2H), 4.19-4.03 (m, 4H), 3.94-3.71 (m, 2H), 0.79-0.64 (m, 1H), 0.50-0.37 (m, 2H), 0.11-0.04 (m, 2H); 13C NMR (75 MHz, CDCl3) δ177.2, 155.2, 144.5, 142.6, 138.2, 132.4, 128.7, 123.9, 123.0, 121.1, 111.5, 108.5, 99.3, 80.1, 64.5, 63.9, 57.9, 40.4, 32.4, 8.6, 4.4; MS (ES+) m/z 364.0 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08263606B2
Source datasetuspto-grants-2012_09
ORD IDord-0619d25fdb4f440ea42691592d3de55a
Source noteuspto-grants-2012_09