4-Benzyloxybenzoylchloride → HCID 22903126, compound

HRID 1901139Notes

Reaction equation

[OH:1][C:2]1[C:15]2[CH2:14][C:13]3[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=3)[C:7](=[O:16])[C:6]=2[CH:5]=[CH:4][C:3]=1[OH:17].[CH2:18]([O:25][C:26]1[CH:34]=[CH:33][C:29]([C:30](Cl)=[O:31])=[CH:28][CH:27]=1)[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>>[CH2:18]([O:25][C:26]1[CH:34]=[CH:33][C:29]([C:30]([O:1][C:2]2[C:15]3[C:6](=[C:7]([O:16][C:30](=[O:31])[C:29]4[CH:28]=[CH:27][C:26]([O:25][CH2:18][C:19]5[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=5)=[CH:34][CH:33]=4)[C:8]4[C:13]([CH:14]=3)=[CH:12][CH:11]=[CH:10][CH:9]=4)[CH:5]=[CH:4][C:3]=2[O:17][C:30](=[O:31])[C:29]2[CH:28]=[CH:27][C:26]([O:25][CH2:18][C:19]3[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=3)=[CH:34][CH:33]=2)=[O:31])=[CH:28][CH:27]=1)[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

Participants

Reactant 2

HCID 37664104-Benzyloxybenzoylchloride

HCID 12976294HCID 12976294, compound

Product 1

HCID 22903126HCID 22903126, compoundYield 18.7%

Procedure

Using 1,2-dihydroxy-10-anthrone (2.26 g) and 4-benzyloxybenzoyl chloride (8 g) obtained in Synthesis Example 1, (2), the reaction was carried out in the same manner as described in Synthesis Example 1, (3). The crude solid (3.5 g) was chromatographed on silica gel (Wakogel C-200, a trade name, mfd. by Wako Pure Chemical Industries, Ltd.) with n-hexane/methylene chloride [4/1→2/1→1/1 (v/v)] as eluent to give 1.6 g of 1,2,10-tris(4-benzyloxybenzoyloxy)anthracene as yellow crystals.

Workup

customobtained in Synthesis Example 1, (2), the reaction
customThe crude solid (3.5 g) was chromatographed on silica gel (Wakogel C-200

Sources & evidence

ORD record: ord-185c6560f6b8477289703f497f6ad8bd
Source dataset: uspto-grants-1996_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05576359

Reaction notes

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