HCID 59318574, compound → HCID 131729199, compound

HRID 913778Notes

Reaction equation

HRID 913778 reaction equation
[Na+].[CH3:2][O:3][C:4]1[CH:9]=[CH:8][C:7]([CH2:10][C:11]([O:13][CH2:14][C:15]([F:21])([F:20])[S:16]([O-:19])(=[O:18])=[O:17])=[O:12])=[CH:6][CH:5]=1.[Na].FC(F)(F)S([O-])(=O)=O.[C:31]1([CH:37]([SH+:44][C:45]2[CH:50]=[CH:49][CH:48]=[CH:47][CH:46]=2)[C:38]2[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=2)[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1>>[C:38]1([CH:37]([SH+:44][C:45]2[CH:50]=[CH:49][CH:48]=[CH:47][CH:46]=2)[C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)[CH:39]=[CH:40][CH:41]=[CH:42][CH:43]=1.[F:21][C:15]([F:20])([S:16]([OH:19])(=[O:18])=[O:17])[CH2:14][O:13][C:11](=[O:12])[CH2:10][C:7]1[CH:6]=[CH:5][C:4]([O:3][CH3:2])=[CH:9][CH:8]=1

Participants

3

Reactant 2

HCID 59318574HCID 59318574, compoundHCID 131729198HCID 131729198, compound

Product 1

HCID 131729199HCID 131729199, compoundYield 95.9%

Procedure

<2> The reaction described in <3> of Synthesis Example 1 was performed under the same conditions, except that the 4-methoxyphenylacetyloxymethyl difluoromethanesulfonic acid sodium salt (0.8 g) produced in <1> of Synthesis Example 4 above was used instead of the benzoyloxymethyldifluorosulfonic acid sodium salt in the reaction with diphenylmethylphenylsulfonium trifluoromethanesulfonic acid sodium salt, and thus 3.95 g (yield 95.9%) of 4-methoxyphenylacetic acid 2,2-difluoro-2-sulfoethyl ester diphenylmethylphenylsulfonium salt as shown in the following reaction scheme 9 was obtained. The structure of the product was confirmed by 1H-NMR (see FIG. 8).

Workup

  1. custom<2> The reaction described in <3> of Synthesis Example 1
  2. customproduced in <1> of Synthesis Example 4

Sources & evidence

ORD record
ord-0de3f85b1548458ba3ac3b27bcc9075d
Source dataset
uspto-grants-2011_09
Patent number
US08026390B2

Reaction notes

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