Sodium Methoxide → HCID 54711097, compound

HRID 435829Notes

Reaction equation

HRID 435829 reaction equation
[CH:1]([N:4]([C:8]1[CH2:13][CH2:12][CH2:11][CH2:10][C:9]=1[C:14]([OH:16])=O)[C:5](=[O:7])[CH3:6])([CH3:3])[CH3:2].C[O-].[Na+]>O1CCOCC1>[OH:16][C:14]1[C:9]2[CH2:10][CH2:11][CH2:12][CH2:13][C:8]=2[N:4]([CH:1]([CH3:3])[CH3:2])[C:5](=[O:7])[CH:6]=1

Participants

4

Reactant 2

HCID 10942334Sodium MethoxideHCID 21428364HCID 21428364, compound

Product 1

HCID 54711097HCID 54711097, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

Cyclisation of a 60:40 mixture of the ethyl and methyl esters of 2-(N-isopropyl-acetamido)cyclohex-1-ene-1-carboxylic acid (14.16 g; 0.057 mole) with sodium methoxide (3.5 g; 0.064 mole) in dry dioxan (100 ml) over 6 hrs. at 100° C gave the title compound and after work-up as in Example 8. It had m.p. (EtOH) 304° - 307° C (d).

Sources & evidence

ORD record
ord-e4edd3e45b6d4cf7a126e6825d1e5ea5
Source dataset
uspto-grants-1977_02
Patent number
US04006237

Reaction notes

Loading…