Benzoyl chloride → HCID 19961099, compound

HRID 233392Notes

Reaction equation

[C:1]([Cl:9])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl.[NH2:11][CH2:12][C:13]1[C:22]2[C:17](=[C:18]([OH:24])[C:19]([OH:23])=[CH:20][CH:21]=2)[CH2:16][CH:15]([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[CH:14]=1>>[ClH:9].[NH2:11][CH2:12][C:13]1[C:22]2[C:17](=[C:18]([O:24][C:1](=[O:8])[C:2]3[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=3)[C:19]([O:23][C:1](=[O:8])[C:2]3[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=3)=[CH:20][CH:21]=2)[CH2:16][CH:15]([C:25]2[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=2)[CH:14]=1

Participants

Reactant 2

HCID 7412Benzoyl chloride

HCID 19961108HCID 19961108, compound

Product 1

HCID 19961099HCID 19961099, compound

Procedure

Following the procedures described in Example 5, replacing methylacetyl chloride with benzoyl chloride and 1-aminomethyl-5,6-dihydroxy-3-phenyl-3,4-dihydronaphthalene hydrochloride with the compound of Example 15, the title compound was prepared. m.p. 173°-182° C.; 1H NMR (CD3OD) δ: 2.88 (t, 1H), 3.05 (dd, 1H), 3.65-3.8 (m, 2H), 4.0-4.1 (br s, 1H+CH3OH), 6.35 (d, 1H), 7.05-7.35 (m, 10H), 7.35-7.55 (m, 3H), 7.9-8.0 (m, 4H), 8.5-8.65 (br s, 3H).

Sources & evidence

ORD record: ord-8ed37378725b4e16b12f43a748fec6ca
Source dataset: uspto-grants-1997_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05591884

Reaction notes

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