Bismuth-oxygen → HCID 69983437, compound

HRID 2231109Notes

Reaction equation

HRID 2231109 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([C:7]2[C:8]([C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=3)=[C:9]([C:13]([CH:15]([C:17]3[CH:22]=[CH:21][C:20]([O:23][CH3:24])=[C:19]([O:25][CH3:26])[CH:18]=3)[OH:16])=[O:14])[CH:10]=[CH:11][CH:12]=2)[S:5][CH:6]=1.[Bi]=O>C(O)(=O)C>[CH3:1][C:2]1[CH:3]=[C:4]([C:7]2[C:8]([C:27]3[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=3)=[C:9]([C:13]([C:15]([C:17]3[CH:22]=[CH:21][C:20]([O:23][CH3:24])=[C:19]([O:25][CH3:26])[CH:18]=3)=[O:16])=[O:14])[CH:10]=[CH:11][CH:12]=2)[S:5][CH:6]=1

Participants

4

Reactant 2

HCID 6327914Bismuth-oxygenHCID 69983287HCID 69983287, compound

Product 1

HCID 69983437HCID 69983437, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
90 °C

Procedure

A mixture of the benzoin from Step 2 (2.2 g, 6.9 mmol) and bismuth oxide (4 g, 8.6 mmol) in acetic acid (25 ml) was heated at 90° C. for 45 minutes. The hot reaction mixture was filtered and the filtrate concentrated in vacuo to give 2.0 g (90%) of a solid suitable for use without further purification: mp 109-110° C. Anal. Calc'd. for C17H16O4S (MW 316.40): C, 64.54; H, 5.10; S, 10.13. Found: C, 64.59; H, 5.02; S, 10.29.

Workup

  1. filtrationThe hot reaction mixture was filtered
  2. concentrationthe filtrate concentrated in vacuo

Sources & evidence

ORD record
ord-5f45e18766eb4ea3b6aabe9935a4371f
Source dataset
uspto-grants-2002_07
Patent number
US06426360B1

Reaction notes

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