HCID 131720969, compound → HCID 54522998, compound

HRID 1457168Notes

Reaction equation

HRID 1457168 reaction equation
[C:1]([C:4]1[CH:29]=[CH:28][C:7]([O:8][CH2:9][CH:10](O)[CH2:11][S:12]([C:15]2[CH:20]=[CH:19][C:18]([CH2:21][C:22]([O:24]C)=[O:23])=[C:17]([F:26])[CH:16]=2)(=[O:14])=[O:13])=[C:6]([CH2:30][CH2:31][CH3:32])[C:5]=1[OH:33])(=[O:3])[CH3:2].C(C1C=CC(OCCCSC2C=CC(CC(OC)=O)=C(Cl)C=2Cl)=C(CCC)C=1O)(=O)C>>[C:1]([C:4]1[CH:29]=[CH:28][C:7]([O:8][CH2:9][CH:10]=[CH:11][S:12]([C:15]2[CH:20]=[CH:19][C:18]([CH2:21][C:22]([OH:24])=[O:23])=[C:17]([F:26])[CH:16]=2)(=[O:14])=[O:13])=[C:6]([CH2:30][CH2:31][CH3:32])[C:5]=1[OH:33])(=[O:3])[CH3:2]

Participants

3

Reactant 2

HCID 131720969HCID 131720969, compoundHCID 131720972HCID 131720972, compound

Product 1

HCID 54522998HCID 54522998, compound

Procedure

By following Step H of Example 1, but substituting the product of Step A of this example for the ester of Step G of Example 1, a mixture was obtained. After recrystallization from diethyl ether, 4-(3-(4-acetyl-3-hydroxy-2-propylphenoxy)-2-hydroxypropylsulfonyl)-2-fluorobenzeneacetic acid, mp 119°-120° C., was obtained. The mother liquors were purified by chromatography on silica gel to yield 4-(3-(4-acetyl-3-hydroxy-2-propylphenoxy)-1-propenyl-sulfonyl)-2-fluoro-benzene acetic acid, mp 249°-251° C.

Workup

  1. customa mixture was obtained
  2. customAfter recrystallization from diethyl ether, 4-(3-(4-acetyl-3-hydroxy-2-propylphenoxy)-2-hydroxypropylsulfonyl)-2-fluorobenzeneacetic acid, mp 119°-120° C.
  3. customwas obtained
  4. customThe mother liquors were purified by chromatography on silica gel

Sources & evidence

ORD record
ord-9527ce9bded347c0896eca4f23b7ba84
Source dataset
uspto-grants-1998_12
Patent number
US05847008

Reaction notes

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