Hydrochloric Acid → HCID 70508328, compound

HRID 2418710Notes

Reaction equation

HRID 2418710 reaction equation
[NH2:1][CH2:2][C:3]1(O)[C:12]2[C:7](=[C:8]([O:15][CH3:16])[C:9]([O:13][CH3:14])=[CH:10][CH:11]=2)[CH2:6][CH2:5][CH2:4]1.[Cl:18][C:19]1[CH:29]=[C:28]([O:30][CH3:31])[C:22]([O:23][CH2:24][C:25](O)=O)=[C:21]([O:32][CH3:33])[CH:20]=1.B#B.Cl>>[ClH:18].[Cl:18][C:19]1[CH:29]=[C:28]([O:30][CH3:31])[C:22]([O:23][CH2:24][CH2:25][NH:1][CH2:2][C:3]2[C:12]3[C:7](=[C:8]([O:15][CH3:16])[C:9]([O:13][CH3:14])=[CH:10][CH:11]=3)[CH2:6][CH2:5][CH:4]=2)=[C:21]([O:32][CH3:33])[CH:20]=1

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 6328200DiboronHCID 133400021-(Aminomethyl)-5,6-dimethoxy-1,2,3,4-tetrahydronaphthalen-1-olHCID 20426668HCID 20426668, compound

Product 1

HCID 70508328HCID 70508328, compound

Procedure

1-aminomethyl-5,6-dimethoxy-1-hydroxy-1,2,3,4-tetrahydronaphthalene is reacted with the acid chloride of 4-chloro-2,6-dimethoxyphenoxy acetic acid. The resulting amide is reduced with diborane and dehydrated with HCl as described in Example 30 to obtain 1-[2(4-chloro-2,6-dimethoxyphenoxy)ethylaminomethyl]-5,6dimethoxy-3,4-dihydronaphthalene HCl.

Sources & evidence

ORD record
ord-68f82722447a41aeb936aaf94da98e1c
Source dataset
uspto-grants-1984_09
Patent number
US04473586

Reaction notes

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