Bisulfite → Tris(8-formyl-2,2,6,6-tetramethylbenzo[1,2-d:4,5-d']bis(1,3)dioxole-4-yl)methane bisulfite
Reaction equation
[CH:1]([C:3]1[C:14]2[O:13][C:12]([CH3:16])([CH3:15])[O:11][C:10]=2[C:9]([CH:17]([C:36]2[C:46]3[O:47][C:48]([CH3:51])([CH3:50])[O:49][C:45]=3[C:44]([CH:52]=[O:53])=[C:38]3[O:39][C:40]([CH3:43])([CH3:42])[O:41][C:37]=23)[C:18]2[C:28]3[O:29][C:30]([CH3:33])([CH3:32])[O:31][C:27]=3[C:26]([CH:34]=[O:35])=[C:20]3[O:21][C:22]([CH3:25])([CH3:24])[O:23][C:19]=23)=[C:8]2[C:4]=1[O:5][C:6]([CH3:55])([CH3:54])[O:7]2)=[O:2].[S:56](=[O:59])([OH:58])[O-:57].OS([O-])=O.[Na+]>>[S:56](=[O:57])([OH:59])[OH:58].[CH:52]([C:44]1[C:38]2[O:39][C:40]([CH3:42])([CH3:43])[O:41][C:37]=2[C:36]([CH:17]([C:9]2[C:10]3[O:11][C:12]([CH3:16])([CH3:15])[O:13][C:14]=3[C:3]([CH:1]=[O:2])=[C:4]3[O:5][C:6]([CH3:54])([CH3:55])[O:7][C:8]=23)[C:18]2[C:28]3[O:29][C:30]([CH3:33])([CH3:32])[O:31][C:27]=3[C:26]([CH:34]=[O:35])=[C:20]3[O:21][C:22]([CH3:24])([CH3:25])[O:23][C:19]=23)=[C:46]2[C:45]=1[O:49][C:48]([CH3:51])([CH3:50])[O:47]2)=[O:53]Participants
4
Procedure
This reaction was performed with tris(8-formyl-2,2,6,6-tetramethylbenzo[1,2-d:4,5-d']bis-(1,3)dioxole-4-yl)methane (0.050 g, 0.066 mmol (Example 23)), and Na2S2O5 (0.285 g, 1.5 mmol) analogous to the formation of the bisulfite adduct of tris(8-formyl-2,2,6,6-tetramethylbenzo[1,2-d:4,5-d']bis-(1,3)dioxole-4-yl)methyl radical as detailed above in Example 88, yielding 0.140 g (the theoretical yield is 0.070 g) of crystals containing NaHSO3.
Workup
- customyielding 0.140 g (the theoretical yield is 0.070 g) of crystals
Sources & evidence
- ORD record
- ord-ec417976e82646108369ab55293e5615
- Source dataset
- uspto-grants-1998_10
- Patent number
- US05827501
Reaction notes
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