Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1-Bromopentane | HCID 8057 | — |
| Reactant | 3,5-Difluorobenzyl bromide | HCID 518896 | — |
| Reactant | Spiro[furo[2,3-g]-1,4-benzodioxin-8(7H),3'-[3H]indol]-2'(1'H)-one, 2,3-dihydro-, (3'S)- | HCID 59352191 | — |
| Reactant | HCID 68598253 | HCID 68598253 | — |
| Product | HCID 59352421 | HCID 59352421 | — |
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 1-(bromomethyl)-3,5-difluorobenzene to replace 1-bromopentane, 1′-(3,5-difluorobenzyl)-2,3-dihydrospiro[furo[2,3-g][1,4]benzodioxine-8,3′-indol]-2′(1′H)-one was obtained (72%) as a colorless solid: 1H NMR (300 MHz, DMSO-d6) δ 7.22-7.32 (m, 1H), 7.24-7.14 (m, 2H), 7.13-7.00 (m, 4H), 6.53 (s, 1H), 6.11 (s, 1H), 4.96 (s, 2H), 4.77 (ABq, 2H), 4.23-4.07 (m, 4H); 13C NMR (75 MHz, DMSO-d6) δ 176.6, 154.7, 144.2, 141.9, 137.8, 131.6, 128.9, 125.7, 125.6, 125.2, 124.4, 123.7, 123.2, 121.0, 116.9, 116.7, 111.1, 109.1, 98.8, 79.5, 64.2, 63.6, 57.2; MS (ES+) m/z 421.8 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08263606B2 |
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| Source dataset | uspto-grants-2012_09 |
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| ORD ID | ord-bbcdd638ec044416b25dbbd87f0643ed |
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| Source note | uspto-grants-2012_09 |
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