HCID 15068035, compound → HCID 15169808, compound

HRID 1031930Notes

Reaction equation

HRID 1031930 reaction equation
[Br:1][CH2:2][CH2:3][CH2:4][CH2:5][N:6]1[C:15](=[O:16])[CH2:14][C:9]2([CH2:13][CH:12]=[CH:11][CH2:10]2)[CH2:8][C:7]1=[O:17].CC[O:20]C(C)=O.CCCCCC>>[OH:20][CH:11]1[CH2:12][CH2:13][C:9]2([CH2:8][C:7](=[O:17])[N:6]([CH2:5][CH2:4][CH2:3][CH2:2][Br:1])[C:15](=[O:16])[CH2:14]2)[CH2:10]1

Participants

3

Reactant 2

HCID 15068035HCID 15068035, compoundHCID 21226206Ethyl acetate hexane

Product 1

HCID 15169808HCID 15169808, compoundYield 75%

Procedure

This compound was prepared from 8-(4-bromobutyl)-8-azaspiro[4.5]dec-2-ene-7,9-dione according to the procedure as a viscous liquid. Flash chromatography in EtOAc/hexane (3:2) afforded the title compound in 75% yield as a clear oil; IR (neat) 3450, 2956, 1725, 1670, 1436, 1394, 1355, 1267, 1137 cm-1 ; 1H NMR (CDCl3) 6 5.32 (s, IH), 4.24 (b s, lH), 3.81 (t, J=7.1 Hz, 2H), 3.42 (t, J=7.1 Hz, 2H), 2.82 (s, 2H), 2.61 (s, 2H), 2.09-1.53 (m, 10H); mass spectrum, m/z (relative intensity) 320 (M.H+2, 61), 318 (M+H, 68), 302 (25), 300 (25), 260 (28), 258 (28), 137 (28), 135 (30), 95 (100).

Sources & evidence

ORD record
ord-63a0bfd76a6b457fbedadf5f3bed7974
Source dataset
uspto-grants-1990_09
Patent number
US04956368

Reaction notes

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