Sodium Carbonate → HCID 178491163, compound

HRID 1761018Notes

Reaction equation

HRID 1761018 reaction equation
[F:1][C:2]1[CH:10]=[CH:9][C:8]([O:11][CH3:12])=[CH:7][C:3]=1[C:4](Cl)=[O:5].C(=O)([O-])[O-].[Na+].[Na+].[C:19]1([C:25]([NH:34][CH2:35][C:36]2[CH:41]=[CH:40][C:39]([O:42][CH3:43])=[CH:38][CH:37]=2)([C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)[PH2:26]=[O:27])[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>ClCCl>[C:28]1([C:25]([C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=2)([PH2:26]=[O:27])[N:34]([CH2:35][C:36]2[CH:41]=[CH:40][C:39]([O:42][CH3:43])=[CH:38][CH:37]=2)[C:4](=[O:5])[C:3]2[CH:7]=[C:8]([O:11][CH3:12])[CH:9]=[CH:10][C:2]=2[F:1])[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=1

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 225942222-Fluoro-5-methoxybenzoyl chlorideHCID 178491225HCID 178491225, compound

Product 1

HCID 178491163HCID 178491163, compoundYield 58%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To a mixture of 2-fluoro-5-methoxy-benzoyl chloride (4.77 g, 25.0 mmol) and sodium carbonate (13.4 g, 126.7 mmol) in dichloromethane (100 mL) cooled to 0° C. a solution of (diphenyl-phosphinoylmethyl)-(4-methoxy-benzyl)-amine (8.9 g, 25.3 mmol) in dichloromethane (50 mL) was added and the resulting mixture allowed to warm up to RT overnight. Then the mixture was filtered and evaporated and the residue was purified by chromatography (SiO2, Hexane:Acetone 1:1) to afford the title product (7.3 g, 57%) as a light yellow solid. MS m/e=504.3 (M+H+).

Workup

  1. additionwas added
  2. filtrationThen the mixture was filtered
  3. customevaporated
  4. customthe residue was purified by chromatography (SiO2, Hexane:Acetone 1:1)

Sources & evidence

ORD record
ord-b522ceae831e4a9fb8b82c40574f6fc0
Source dataset
uspto-grants-2005_01
Patent number
US06846832B2

Reaction notes

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