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2,2-Dimethyl-5-(6-(4-phenoxyphenoxy)naphthalen-2-yl)-1,3-dioxan-5-amine → 2,2-Dimethyl-5-(6-(4-(pentyloxy)phenoxy)naphthalen-2-yl)-1,3-dioxan-5-amine

HRID 1036511
Notes
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Reaction equation

HRID 1036511 reaction equation
[CH3:1][C:2]1([CH3:33])[O:7][CH2:6][C:5]([C:9]2[CH:18]=[CH:17][C:16]3[C:11](=[CH:12][CH:13]=[C:14]([O:19][C:20]4[CH:25]=[CH:24][C:23]([O:26][C:27]5C=[CH:31][CH:30]=[CH:29][CH:28]=5)=[CH:22][CH:21]=4)[CH:15]=3)[CH:10]=2)([NH2:8])[CH2:4][O:3]1.CC1(C)OCC([N+]([O-])=O)(C2C=CC3C(=CC=C(OC4C=CC(OCCCCC)=CC=4)C=3)C=2)CO1>>[CH3:1][C:2]1([CH3:33])[O:7][CH2:6][C:5]([C:9]2[CH:18]=[CH:17][C:16]3[C:11](=[CH:12][CH:13]=[C:14]([O:19][C:20]4[CH:25]=[CH:24][C:23]([O:26][CH2:27][CH2:28][CH2:29][CH2:30][CH3:31])=[CH:22][CH:21]=4)[CH:15]=3)[CH:10]=2)([NH2:8])[CH2:4][O:3]1
ParticipantsProcedureSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 674244522,2-Dimethyl-5-(6-(4-phenoxyphenoxy)naphthalen-2-yl)-1,3-dioxan-5-amineHCID 866429092,2-Dimethyl-5-nitro-5-(6-(4-(pentyloxy)phenoxy)naphthalen-2-yl)-1,3-dioxane

Product 1

HCID 674254772,2-Dimethyl-5-(6-(4-(pentyloxy)phenoxy)naphthalen-2-yl)-1,3-dioxan-5-amineYield 87%

Procedure

2,2-dimethyl-5-(6-(4-(pentyloxy)phenoxy)naphthalen-2-yl)-1,3-dioxan-5-amine was synthesized as per 2,2-dimethyl-5-(6-(4-phenoxyphenoxy)naphthalen-2-yl)-1,3-dioxan-5-amine (Example 244) in 87% yield using 2,2-dimethyl-5-nitro-5-(6-(4-(pentyloxy)phenoxy)naphthalen-2-yl)-1,3-dioxane as starting material.

Sources & evidence

ORD record
ord-24d58925132747329a41cf1a343258ab
Source dataset
uspto-grants-2013_10
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08546359B2

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes