2-Furancarbonyl chloride → HCID 20366324, compound

HRID 1182465Notes

Reaction equation

HRID 1182465 reaction equation
[C:1]([CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][C:15]([O:17][CH2:18][CH3:19])=[O:16])(=[O:8])[C:2]1C=C[CH:5]=[CH:4][CH:3]=1.[O:20]1C=CC=C1C(Cl)=O>>[O:20]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:1]([CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][C:15]([O:17][CH2:18][CH3:19])=[O:16])=[O:8]

Participants

3

Reactant 2

HCID 682422-Furancarbonyl chlorideHCID 10934282Ethyl 8-oxo-8-phenyloctanoate

Product 1

HCID 20366324HCID 20366324, compoundYield 71%

Procedure

Following a procedure analogous to that described above for 49a, but substituting 2-furanoyl chloride, the title compound was obtained in 71% yield: 1H NMR (300 MHz, CDCl3) δ 7.59 (d, J=1.8 Hz, 1H), 7.19 (d, J=3.3 Hz, 1H), 6.54 (dd, J=3.3, 1.8 Hz), 4.12 (q, J=6.9 Hz, 2H), 2.82 (t, J=7.5 Hz, 2H), 2.30 (t, J=7.5 Hz, 2H), 1.72 (m, 2H), 1.64 (m, 2H), 1.38 (m, 4H), 1.25 (t, J=6.9 Hz, 3H); 13C NMR (75.4 MHz, CDCl3) δ 14.07, 23.87, 24.58, 28.68, 28.72, 34.05, 38.14, 59.98, 111.97, 116.68, 146.05, 152.60, 173.52, 189.39.

Sources & evidence

ORD record
ord-fa97883c835c46c880c8adb34498412c
Source dataset
uspto-grants-2007_10
Patent number
US07288567B2

Reaction notes

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