HCID 178472876, compound → HCID 178472885, compound

HRID 1194925Notes

Reaction equation

HRID 1194925 reaction equation
[OH:1]/[N:2]=[C:3](/[C:9](=[O:11])[CH3:10])\[C:4]([O:6][CH2:7][CH3:8])=[O:5].[Cl:12][C@H:13]1[CH2:18][CH2:17][C@H:16](O)[CH2:15][CH2:14]1>>[Cl:12][C@@H:13]1[CH2:18][CH2:17][C@H:16]([O:1]/[N:2]=[C:3](/[C:9](=[O:11])[CH3:10])\[C:4]([O:6][CH2:7][CH3:8])=[O:5])[CH2:15][CH2:14]1

Participants

3

Reactant 2

HCID 178472876HCID 178472876, compoundHCID 178521565HCID 178521565, compound

Product 1

HCID 178472885HCID 178472885, compound

Procedure

Ethyl (Z)-2-(hydroxyimino)-3-oxobutyrate (3.18 g) was treated with trans-4-chlorocyclohexanol as described in Example 4a, method 3 to give the title compound as a colourless oil (2.02 g). (Found: MH+, 276.0995. C12H19ClNO4 requires MH+, 276.1002; δH (CDCl3) 1.36 (3H, t, J 7H), 1.79, 1.96 and 2.09 (8H, 3m), 2.40 (3H, s), 4.11 (1H, qt, J 6 Hz), 4.38 (2H, q, J 7 Hz), and 4.41 (1H, qt, J 6 Hz). A small quantity of the trans-isomer was obtained from faster-eluting column fractions.

Sources & evidence

ORD record
ord-cac58a7ea2194eaeb8066b877353c8a8
Source dataset
uspto-grants-1989_03
Patent number
US04816452

Reaction notes

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