Lithium Hydroxide → HCID 21963899, compound

HRID 2212385Notes

Reaction equation

HRID 2212385 reaction equation
C([O:3][C:4](=[O:39])[CH2:5][CH2:6][C:7]1[CH:11]=[CH:10][O:9][C:8]=1[C:12](=[O:38])[CH2:13][CH:14]1[CH2:19][CH2:18][C:17]([S:28]([C:31]2[CH:36]=[CH:35][C:34]([Cl:37])=[CH:33][CH:32]=2)(=[O:30])=[O:29])([C:20]2[CH:25]=[C:24]([F:26])[CH:23]=[CH:22][C:21]=2[F:27])[CH2:16][CH2:15]1)C.[OH-].[Li+]>O1CCCC1.O>[Cl:37][C:34]1[CH:35]=[CH:36][C:31]([S:28]([C:17]2([C:20]3[CH:25]=[C:24]([F:26])[CH:23]=[CH:22][C:21]=3[F:27])[CH2:18][CH2:19][CH:14]([CH2:13][C:12]([C:8]3[O:9][CH:10]=[CH:11][C:7]=3[CH2:6][CH2:5][C:4]([OH:39])=[O:3])=[O:38])[CH2:15][CH2:16]2)(=[O:29])=[O:30])=[CH:32][CH:33]=1

Participants

5

Reactant 2

HCID 3939Lithium HydroxideHCID 21048984HCID 21048984, compound

Product 1

HCID 21963899HCID 21963899, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

A solution of the product from Example 146 (100 mg, 0.17 mmol) in tetrahydrofuran (2 mL) was treated with a solution of lithium hydroxide (80 mg, 3.3 mmol) in water (2 mL). The reaction was stirred at room temperature for 3 hours, then evaporated and the residue taken up in water and ethyl acetate. The ethyl acetate layer was evaporated and purified by preparative thin layer chromatography (1% acetic acid, 33% ethyl acetate, 33% hexane, 33% dichloromethane).

Workup

  1. customevaporated
  2. customThe ethyl acetate layer was evaporated
  3. custompurified by preparative thin layer chromatography (1% acetic acid, 33% ethyl acetate, 33% hexane, 33% dichloromethane)

Sources & evidence

ORD record
ord-18a088522f9c483f9898f55c3b64db5c
Source dataset
uspto-grants-2006_09
Patent number
US07101895B2

Reaction notes

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