Benzyl Bromide → 7-Benzyloxy-2,2-dimethyl-benzo[1,3]dioxin-4-one

HRID 2190939Notes

Reaction equation

HRID 2190939 reaction equation
[OH:1][C:2]1[CH:14]=[CH:13][C:5]2[C:6](=[O:12])[O:7][C:8]([CH3:11])([CH3:10])[O:9][C:4]=2[CH:3]=1.[CH2:15](Br)[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>>[CH2:15]([O:1][C:2]1[CH:14]=[CH:13][C:5]2[C:6](=[O:12])[O:7][C:8]([CH3:10])([CH3:11])[O:9][C:4]=2[CH:3]=1)[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

Participants

3

Reactant 2

HCID 7498Benzyl BromideHCID 105839507-hydroxy-2,2-dimethyl-4H-benzo[d][1,3]dioxin-4-one

Product 1

HCID 426374817-Benzyloxy-2,2-dimethyl-benzo[1,3]dioxin-4-one

Procedure

7-Benzyloxy-2,2-dimethyl-benzo[1,3]dioxin-4-one was prepared from 7-hydroxy-2,2-dimethyl-benzo[1,3]dioxin-4-one and benzyl bromide under conditions analogous to example 47-a. 1H NMR (200 MHz, CDCl3): δ (ppm)=7.85 (d, J=8.5 Hz, 1H), 7.39 (m, 5H), 6.71 (dd, J=8.7, 2.3 Hz, 1H), 6.48 (d, J=2.3 Hz, 1H), 5.09 (s, 2H), 1.72 (s, 6H).

Sources & evidence

ORD record
ord-906714c1b5ff4e2da689eaa983d9fe93
Source dataset
uspto-grants-2012_12
Patent number
US08324405B2

Reaction notes

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