Cyclopentanepropanol → 5-(3-Cyclopentyl-propoxy)-2,2-dimethyl-benzo[1,3]dioxin-4-one

HRID 2190941Notes

Reaction equation

[OH:1][C:2]1[C:7]2[C:8](=[O:14])[O:9][C:10]([CH3:13])([CH3:12])[O:11][C:6]=2[CH:5]=[CH:4][CH:3]=1.[CH:15]1([CH2:20][CH2:21][CH2:22]O)[CH2:19][CH2:18][CH2:17][CH2:16]1>>[CH:15]1([CH2:20][CH2:21][CH2:22][O:1][C:2]2[C:7]3[C:8](=[O:14])[O:9][C:10]([CH3:12])([CH3:13])[O:11][C:6]=3[CH:5]=[CH:4][CH:3]=2)[CH2:19][CH2:18][CH2:17][CH2:16]1

Participants

Reactant 2

HCID 69842Cyclopentanepropanol

HCID 110525144H-1,3-Benzodioxin-4-one, 5-hydroxy-2,2-dimethyl-

Product 1

HCID 675237025-(3-Cyclopentyl-propoxy)-2,2-dimethyl-benzo[1,3]dioxin-4-one

Procedure

5-(3-Cyclopentyl-propoxy)-2,2-dimethyl-benzo[1,3]dioxin-4-one was prepared from 5-hydroxy-2,2-dimethyl-benzo[1,3]dioxin-4-one and 3-Cyclopentyl-propan-1-ol under conditions analogous to example 51-a. 1H NMR (200 MHz, CDCl3): δ (ppm)=7.39 (t, J=8.4 Hz, 1H), 6.57 (d, J=8.5 Hz, 1H), 6.50 (d, J=8.2 Hz, 1H), 4.05 (t, J=7.0 Hz, 2H), 1.94-1.47 (m, 11H), 1.69 (s, 6H), 1.12 (m, 2H).

Sources & evidence

ORD record: ord-392385ad44824637887fbb0e3490c1e5
Source dataset: uspto-grants-2012_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08324405B2

Reaction notes

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