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

HRID 2389168Notes

Reaction equation

HRID 2389168 reaction equation
CC1(C)OCC(C2C=CC3C(=CC=C(OC4C=CC(OC5C=CC=CC=5)=CC=4)C=3)C=2)(N)CO1.[CH2:34]([O:41][C:42]1[CH:69]=[CH:68][C:45]([O:46][C:47]2[CH:48]=[C:49]3[C:54](=[CH:55][CH:56]=2)[CH:53]=[C:52]([C:57]2([N+:65]([O-])=O)[CH2:62][O:61][C:60]([CH3:64])([CH3:63])[O:59][CH2:58]2)[CH:51]=[CH:50]3)=[CH:44][CH:43]=1)[C:35]1[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1>>[CH2:34]([O:41][C:42]1[CH:69]=[CH:68][C:45]([O:46][C:47]2[CH:48]=[C:49]3[C:54](=[CH:55][CH:56]=2)[CH:53]=[C:52]([C:57]2([NH2:65])[CH2:58][O:59][C:60]([CH3:64])([CH3:63])[O:61][CH2:62]2)[CH:51]=[CH:50]3)=[CH:44][CH:43]=1)[C:35]1[CH:36]=[CH:37][CH:38]=[CH:39][CH:40]=1

Participants

3

Reactant 2

HCID 674244522,2-Dimethyl-5-(6-(4-phenoxyphenoxy)naphthalen-2-yl)-1,3-dioxan-5-amineHCID 866429085-(6-(4-(Benzyloxy)phenoxy)naphthalen-2-yl)-2,2-dimethyl-5-nitro-1,3-dioxane

Product 1

HCID 674249415-(6-(4-(Benzyloxy)phenoxy)naphthalen-2-yl)-2,2-dimethyl-1,3-dioxan-5-amineYield 81%

Procedure

5-(6-(4-(benzyloxy)phenoxy)naphthalen-2-yl)-2,2-dimethyl-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 344) in 81% yield using 5-(6-(4-(benzyloxy)phenoxy)naphthalen-2-yl)-2,2-dimethyl-5-nitro-1,3-dioxane as starting material.

Sources & evidence

ORD record
ord-e09f8ec084a842e8a2ce1efb119abe07
Source dataset
uspto-grants-2012_09
Patent number
US08269043B2

Reaction notes

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