HCID 178472876, compound → HCID 178472886, compound

HRID 1194923Notes

Reaction equation

HRID 1194923 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 178521564HCID 178521564, compound

Product 1

HCID 178472886HCID 178472886, compoundYield 21%

Procedure

Ethyl (Z)-2-hydroxyimino-3-oxobutyrate (95 mg) was treated with cis-4-chlorocyclohexanol as described in Example 4a, Method 3, to give the title compound as a colourless liquid (37 mg, 21%), (Found: M+, 276.1011. C12H19NO4Cl requires M, 276.1002) νmax (film) 1735, 1685, 1360, 1310, and 950 cm-1, νH (CDCl3), 1.32 (3H, t, J 7. 1 Hz), 1.76 (4H, m), 2.14 (4H, m), 2.4 (3H, s), 4.19 (1H, m), 4.35 (2H, q, J 7.1 Hz), and 4.44 (1H, m).

Sources & evidence

ORD record
ord-2d177e7096ce4b30a562d1a52da66bd7
Source dataset
uspto-grants-1989_03
Patent number
US04816452

Reaction notes

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