Ethyl oxoacetate → Ethyl 5-butyl-1,3-dioxane-2-carboxylate

HRID 1583235Notes

Reaction equation

[C:1]([O:5][CH2:6][CH3:7])(=[O:4])[CH:2]=O.[CH2:8]([CH:12]([CH2:15][OH:16])[CH2:13][OH:14])[CH2:9][CH2:10][CH3:11]>>[CH2:8]([CH:12]1[CH2:15][O:16][CH:2]([C:1]([O:5][CH2:6][CH3:7])=[O:4])[O:14][CH2:13]1)[CH2:9][CH2:10][CH3:11]

Participants

Reactant 2

HCID 70211Ethyl oxoacetate

HCID 27952592-n-Butylpropane-1,3-diol

Product 1

HCID 20260037Ethyl 5-butyl-1,3-dioxane-2-carboxylate

Procedure

2-(3,5-Difluoro-4-cyanophenyl)-5-butyl-1,3-dioxane is obtained analogously to Example 1 using 5-butyl-1,3-dioxane-2-carboxylic acid chloride (obtainable by reacting ethyl glyoxylate with 2-butylpropane-1,3-diol to give ethyl 5-butyl-1,3-dioxane-2-carboxylate, saponifying the latter and reacting the resulting free acid with SOCl2).

Sources & evidence

ORD record: ord-d81e8c40986d4cae80c758061a900c7b
Source dataset: uspto-grants-1985_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04551264

Reaction notes

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