Hexane → HCID 67287835, compound

HRID 1626416Notes

Reaction equation

HRID 1626416 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[O:12][C:13]1[CH:18]=[CH:17][C:16]([C:19](=[O:32])[NH:20][C:21]3[CH:30]=[CH:29][C:28]4[C:23](=[CH:24][CH:25]=[C:26]([Cl:31])[CH:27]=4)[N:22]=3)=[CH:15][CH:14]=1)[O:8][CH2:7][CH2:6][CH:5]2[C:33]([OH:35])=[O:34].C(C(CCCC)C([O-])=O)C.[Na+:46].CCCCCC>C1COCC1>[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[O:12][C:13]1[CH:14]=[CH:15][C:16]([C:19](=[O:32])[NH:20][C:21]3[CH:30]=[CH:29][C:28]4[C:23](=[CH:24][CH:25]=[C:26]([Cl:31])[CH:27]=4)[N:22]=3)=[CH:17][CH:18]=1)[O:8][CH2:7][CH2:6][CH:5]2[C:33]([O-:35])=[O:34].[Na+:46]

Participants

5

Reactant 3

HCID 8058HexaneHCID 23672331Sodium 2-ethylhexanoateHCID 67287361HCID 67287361, compound

Product 1

HCID 67287835HCID 67287835, compoundYield 82.7%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
0 °C

Procedure

6-Chloro-7-(4-(6-chloroquinolin-2-ylcarbamoyl)phenoxy)chroman-4-carboxylic acid (0.050 g, 0.098 mmol) in THF (1.5 mL) was heated until a homogeneous solution resulted. The reaction was filtered and sodium 2-ethylhexanoate (0.020 g, 0.12 mmol) was added. The reaction was cooled to 0° C. Hexane was added in 0.5 mL portions and the solution was stored in the freezer overnight. The resulting solids were collected by filtration and dried to provide the desired product (0.043 g, 0.081 mmol, 82% yield). MS (ESI)=509.1 (M+1).

Workup

  1. customresulted
  2. filtrationThe reaction was filtered
  3. customwas stored in the freezer overnight
  4. filtrationThe resulting solids were collected by filtration
  5. customdried

Sources & evidence

ORD record
ord-e2e10a9a7f034a3ca13061f5efe460b8
Source dataset
uspto-grants-2014_07
Patent number
US08785445B2

Reaction notes

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