Monobenzone → 5-(6-(4-(Benzyloxy)phenoxy)naphthalen-2-yl)-2,2-dimethyl-5-nitro-1,3-dioxane

HRID 2389167Notes

Reaction equation

HRID 2389167 reaction equation
[CH3:1][C:2]1([CH3:35])[O:7][CH2:6][C:5]([N+:32]([O-:34])=[O:33])([C:8]2[CH:17]=[CH:16][C:15]3[C:10](=[CH:11][CH:12]=[C:13]([O:18][C:19]4[CH:24]=[CH:23][C:22]([O:25]C5C=CC=CC=5)=[CH:21][CH:20]=4)[CH:14]=3)[CH:9]=2)[CH2:4][O:3]1.[CH2:36](OC1C=CC(O)=CC=1)[C:37]1[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=1>>[CH2:36]([O:25][C:22]1[CH:23]=[CH:24][C:19]([O:18][C:13]2[CH:14]=[C:15]3[C:10](=[CH:11][CH:12]=2)[CH:9]=[C:8]([C:5]2([N+:32]([O-:34])=[O:33])[CH2:6][O:7][C:2]([CH3:35])([CH3:1])[O:3][CH2:4]2)[CH:17]=[CH:16]3)=[CH:20][CH:21]=1)[C:37]1[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=1

Participants

3

Reactant 2

HCID 7638MonobenzoneHCID 866429072,2-Dimethyl-5-nitro-5-(6-(4-phenoxyphenoxy)naphthalen-2-yl)-1,3-dioxane

Product 1

HCID 866429085-(6-(4-(Benzyloxy)phenoxy)naphthalen-2-yl)-2,2-dimethyl-5-nitro-1,3-dioxaneYield 41%

Procedure

5-(6-(4-(benzyloxy)phenoxy)naphthalen-2-yl)-2,2-dimethyl-5-nitro-1,3-dioxane was synthesized as per 2,2-dimethyl-5-nitro-5-(6-(4-phenoxyphenoxy)naphthalen-2-yl)-1,3-dioxane (Example 243) in 41% yield using 4-(benzyloxy)phenol as the reagent.

Sources & evidence

ORD record
ord-a72647ec771a4b8faa7f5d659ec88c77
Source dataset
uspto-grants-2012_09
Patent number
US08269043B2

Reaction notes

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