Isopropyl iodide → HCID 13772342, compound

HRID 1638984Notes

Reaction equation

HRID 1638984 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[CH:9]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[N:11]([CH3:18])[C:10]1=[O:19].I[CH:21]([CH3:23])[CH3:22]>C1COCC1>[CH:21]([C:9]1([C:4]2[CH:5]=[CH:6][CH:7]=[CH:8][C:3]=2[O:2][CH3:1])[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[N:11]([CH3:18])[C:10]1=[O:19])([CH3:23])[CH3:22]

Participants

4

Reactant 2

HCID 6362Isopropyl iodideHCID 105150342H-Indol-2-one, 1,3-dihydro-3-(2-methoxyphenyl)-1-methyl-

Product 1

HCID 13772342HCID 13772342, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

35.4 g (0.14 mol) of 3-(2-methoxyphenyl)-1-methylindolin- -2-one in 350 ml of dry THF are stirred with 16.1 g (0.14 mol) of potassium tertiary-butylate at room temperature for 15 minutes. Then at 10° C., a solution of 14.3 ml of 2-iodopropane in 70 ml of dry THF are added dropwise, and the mixture is then stirred at room temperature for 4 hours. The reaction mixture is left to stand overnight and then partitioned between water and ethyl acetate. After the organic phase has been evaporated, 4.8 g of product of melting point 113°-115° C. are obtained.

Workup

  1. waitThe reaction mixture is left
  2. waitto stand overnight
  3. custompartitioned between water and ethyl acetate
  4. customAfter the organic phase has been evaporated

Sources & evidence

ORD record
ord-733df73c4d814da28848881cc680adda
Source dataset
uspto-grants-1989_11
Patent number
US04882329

Reaction notes

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