Diisopropylethylamine → HCID 68845223, compound

HRID 858304Notes

Reaction equation

HRID 858304 reaction equation
[C:1]([N:4]1[C:12]2[C:7](=[CH:8][CH:9]=[C:10]([Cl:13])[CH:11]=2)[C:6](=[C:14]([OH:24])[C:15]2[CH:20]=[CH:19][C:18]3[O:21][CH2:22][O:23][C:17]=3[CH:16]=2)[C:5]1=[O:25])(=[O:3])[CH3:2].[CH2:26](N(C(C)C)C(C)C)C.F[B-](F)(F)F.C[O+](C)C>ClCCl>[C:1]([N:4]1[C:12]2[C:7](=[CH:8][CH:9]=[C:10]([Cl:13])[CH:11]=2)[C:6](=[C:14]([O:24][CH3:26])[C:15]2[CH:20]=[CH:19][C:18]3[O:21][CH2:22][O:23][C:17]=3[CH:16]=2)[C:5]1=[O:25])(=[O:3])[CH3:2]

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 2735153Oxonium, trimethyl-, tetrafluoroborate(1-) (1:1)HCID 178473957HCID 178473957, compound

Product 1

HCID 68845223HCID 68845223, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 20.9 g of 1-acetyl-6-chloro-3-[1-hydroxy-1-(3,4-methylenedioxyphenyl)-methylene]-2-indolinone and 40 ml of ethyldiisopropylamine in 200 ml dichloromethane is combined batchwise with 17.3 g of trimethyloxonium tetrafluoroborate, the mixture is stirred overnight and then extracted twice with water. The organic phase is dried with magnesium sulphate and evaporated to dryness. The residue is stirred with methanol, suction filtered, washed with methanol and dried at 80° C.

Workup

  1. extractionextracted twice with water
  2. dry with materialThe organic phase is dried with magnesium sulphate
  3. customevaporated to dryness
  4. stirringThe residue is stirred with methanol, suction
  5. filtrationfiltered
  6. washwashed with methanol
  7. customdried at 80° C.

Sources & evidence

ORD record
ord-ebe500fb4f4f47b59e6ab5dc089ef122
Source dataset
uspto-grants-2006_12
Patent number
US07148249B2

Reaction notes

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