5454-79-5 → HCID 140352852, compound

HRID 1194936Notes

Reaction equation

HRID 1194936 reaction equation
[OH:1]/[N:2]=[C:3](/[C:9](=[O:11])[CH3:10])\[C:4]([O:6][CH2:7][CH3:8])=[O:5].[CH3:12][C@@H:13]1[CH2:18][CH2:17][CH2:16][C@H:15](O)[CH2:14]1>>[CH3:12][C@H:13]1[CH2:18][CH2:17][CH2:16][C@H:15]([O:1]/[N:2]=[C:3](/[C:9](=[O:11])[CH3:10])\[C:4]([O:6][CH2:7][CH3:8])=[O:5])[CH2:14]1

Participants

3

Reactant 2

HCID 2295035454-79-5HCID 178472876HCID 178472876, compound

Product 1

HCID 140352852HCID 140352852, compound

Procedure

Ethyl (Z)-2hydroxyimino-3-oxobutyrate (2.65 g, 16.7 mmol) was converted into the title compound by reaction with cis 3-methylcyclohexanol (1.9 g, 16.7 mmol) as described in Example 4a method 3. After purification the title compound was obtaind as a colourless oil (0.57 g, 11%) νmax (CHCl3) 1735, 1680, and 1590 cm-1 ; δH (CDCl3) 0.8-1.3 (1H, m,. partially obscured by d, δ 0.9); 0.90 (3H, d, J 6.5 Hz), 1.1-1.4 (1H, m, partially obscured by t, δ 1.33 ), 1.33 (3H, t, J 7.11 Hz), 1.4-1.8 (2H, m, partially obscured by s, δ 1.55 ), 1.55 (3H, s), 1.85-2.1 (2H, m), 2.4 (3H, s), 4.36 (2H, q, J 7.1 Hz), and 4.50-4.64 (1H, m), δ13C (CDCl3), 14.19, 20.32, 22.28, 25.13, 26.74, 29.55, 34.16, 38.13, 61.74, 81.96, 150.2, 161.51, and 193.01.

Sources & evidence

ORD record
ord-0ad64a5915a1457da32b69fa6f3c9c3a
Source dataset
uspto-grants-1989_03
Patent number
US04816452

Reaction notes

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