Ethyl Acetoacetate → HCID 86706154, compound

HRID 2176305Notes

Reaction equation

[C:1]([O:5][C:6]([C:8]1([C:16](=[O:18])[CH3:17])[CH2:13][O:12][C:11]([CH3:15])([CH3:14])[O:10][CH2:9]1)=[O:7])(C)(C)[CH3:2].C(OCC)(=O)CC(C)=O>>[CH2:1]([O:5][C:6]([C:8]1([C:16](=[O:18])[CH3:17])[CH2:9][O:10][C:11]([CH3:14])([CH3:15])[O:12][CH2:13]1)=[O:7])[CH3:2]

Participants

Reactant 2

HCID 8868Ethyl Acetoacetate

HCID 86706148HCID 86706148, compound

Product 1

HCID 86706154HCID 86706154, compoundYield 31%

Procedure

Compound 99a was prepared in the same manner as 5-acetyl-2,2-dimethyl-[1,3]dioxane-5-carboxylic acid tert-butyl ester using ethyl acetoacetate instead of 3-oxo-butyric acid tert-butyl ester in 31% yield over 2 steps. 1H NMR (300 MHz, CDCl3) δ 1.29 (t, J=7.1 Hz, 3H), 1.40 (s, 3H), 1.44 (s, 3H), 2.33 (s, 3H), 4.23 (q, J=7.1 Hz, 2H), 4.30 (ABq, ΔδAB=0.04, JAB=11.9 Hz, 4H).

Sources & evidence

ORD record: ord-5780143cdf0449f0b71a37dbd8fa2f88
Source dataset: uspto-grants-2015_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09062092B2

Reaction notes

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