3-Ethoxy-2,2-dimethyl-3-oxopropanoic acid → HCID 69007672, compound

HRID 1827367Notes

Reaction equation

HRID 1827367 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:14]=[CH:15][CH:16]=1)[CH2:5][O:6][C:7]1[CH:12]=[CH:11][C:10]([NH2:13])=[CH:9][CH:8]=1.[CH2:17]([O:19][C:20](=[O:27])[C:21]([CH3:26])([CH3:25])[C:22](O)=[O:23])[CH3:18]>C1CCCCC1.C(OCC)(=O)C>[CH2:17]([O:19][C:20](=[O:27])[C:21]([CH3:26])([CH3:25])[C:22]([NH:13][C:10]1[CH:11]=[CH:12][C:7]([O:6][CH2:5][C:4]2[CH:14]=[CH:15][CH:16]=[C:2]([F:1])[CH:3]=2)=[CH:8][CH:9]=1)=[O:23])[CH3:18]

Participants

4

Reactant 2

HCID 2317543-Ethoxy-2,2-dimethyl-3-oxopropanoic acidHCID 167753144-(3-Fluoro-benzyloxy)-phenylamine

Product 1

HCID 69007672HCID 69007672, compound

Reagents, catalysts & solvents 1

HCID 21867204Cyclohexane ethylacetateSolvent

Procedure

The title compound is prepared in analogy to example 2, starting from 4-(3-fluoro-benzyloxy)-phenylamine and 2,2-dimethyl-malonic acid monoethyl ester (Holmes et al., J. Amer. Chem. Soc. 1984, 106, 2353). Yield after flash-chromatography with cyclohexane/ethyl acetate 7:3: 79%. Colorless oil. MS: m/e=359 (M+).

Sources & evidence

ORD record
ord-916bd91f46c34cac8429b30b79e5478f
Source dataset
uspto-grants-2006_05
Patent number
US07053245B2

Reaction notes

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