HCID 59318573, compound → HCID 131729204, compound

HRID 913782Notes

Reaction equation

HRID 913782 reaction equation
[Na+].[C:2]1([C:8]2[CH:24]=[CH:23][C:11]([C:12]([O:14][CH2:15][C:16]([F:22])([F:21])[S:17]([O-:20])(=[O:19])=[O:18])=[O:13])=[CH:10][CH:9]=2)[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Na].FC(F)(F)S([O-])(=O)=O.[C:34]1([CH:40]([SH+:47][C:48]2[CH:53]=[CH:52][CH:51]=[CH:50][CH:49]=2)[C:41]2[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=2)[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1>>[C:41]1([CH:40]([SH+:47][C:48]2[CH:53]=[CH:52][CH:51]=[CH:50][CH:49]=2)[C:34]2[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=2)[CH:42]=[CH:43][CH:44]=[CH:45][CH:46]=1.[F:22][C:16]([F:21])([S:17]([OH:20])(=[O:19])=[O:18])[CH2:15][O:14][C:12](=[O:13])[C:11]1[CH:10]=[CH:9][C:8]([C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)=[CH:24][CH:23]=1

Participants

3

Reactant 2

HCID 59318573HCID 59318573, compoundHCID 131729198HCID 131729198, compound

Product 1

HCID 131729204HCID 131729204, compoundYield 85.7%

Procedure

<2> The reaction described in <3> of Synthesis Example 1 was performed under the same conditions, except that the 4-phenylbenzoyloxymethyl difluoromethanesulfonic acid sodium salt (2.81 g) produced in <1> of Synthesis Example 8 above was used instead of the benzoyloxymethyldifluorosulfonic acid sodium salt in the reaction with diphenylmethylphenylsulfonium trifluoromethanesulfonic acid sodium salt, and thus 3.71 g (yield 85.7%) of 4-phenylbenzoic acid 2,2-difluoro-2-sulfoethyl ester diphenylmethylphenylsulfonium salt as shown in the following reaction scheme 17 was obtained. The structure of the product was confirmed by 1H-NMR (see FIG. 16).

Workup

  1. custom<2> The reaction described in <3> of Synthesis Example 1
  2. customproduced in <1> of Synthesis Example 8

Sources & evidence

ORD record
ord-b6e10976498c40e2a7835191b118b51b
Source dataset
uspto-grants-2011_09
Patent number
US08026390B2

Reaction notes

Loading…