Sodium Iodide → HCID 54477565, compound

HRID 851662Notes

Reaction equation

HRID 851662 reaction equation
[Cl:1][C:2]1[CH:18]=[CH:17][C:5]([C:6]([NH:8][C:9]2[C:14]([CH3:15])=[CH:13][CH:12]=[CH:11][C:10]=2[CH3:16])=[O:7])=[CH:4][CH:3]=1.[OH-].[Na+].[CH3:21][O:22][C:23](=[O:32])[CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30]Br.[I-].[Na+]>CN(C)C=O>[CH3:21][O:22][C:23](=[O:32])[CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][N:8]([C:9]1[C:14]([CH3:15])=[CH:13][CH:12]=[CH:11][C:10]=1[CH3:16])[C:6](=[O:7])[C:5]1[CH:17]=[CH:18][C:2]([Cl:1])=[CH:3][CH:4]=1

Participants

6

Reactant 4

HCID 5238Sodium IodideHCID 14798Sodium HydroxideHCID 58717564594-43-0HCID 11107373Methyl 8-bromooctanoate

Product 1

HCID 54477565HCID 54477565, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

As described in example 1(a), the reaction is carried out with 11 g (42 mmol) of 4-chloro-N-(2.6-dimethylphenyl)-benzamide, 1.8 g (75 mmol) of sodium hydroxide, 12 g (50 mmol) of 8-bromocaprylic acid methyl ester, 100 cc. of dimethylformamide and 1.2 g (8 mmol) of sodium iodide. Reaction time: 4 hours, reaction temperature: 110°-120° C. The crude product is used in the next reaction step without further purification.

Workup

  1. customReaction time
  2. custom4 hours, reaction temperature
  3. custom110°-120° C

Sources & evidence

ORD record
ord-297da3ca9b9b410b8e1fec0ea00fbff1
Source dataset
uspto-grants-1983_05
Patent number
US04386031

Reaction notes

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