Water → HCID 18432350, compound

HRID 2305297Notes

Reaction equation

HRID 2305297 reaction equation
[CH3:1][C:2]1([CH3:25])[C:11]2[C:6](=[C:7]([CH3:22])[C:8]([C:12]([CH:14]3[C:19](=[O:20])[CH2:18][CH2:17][CH2:16][C:15]3=[O:21])=[O:13])=[CH:9][CH:10]=2)[S:5](=[O:24])(=[O:23])[CH2:4][CH2:3]1.N1C=CC=CC=1.[C:32](Cl)(=[O:39])[C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1.O>C(Cl)Cl>[C:33]1([C:32]([O:20][C:19]2[CH2:18][CH2:17][CH2:16][C:15](=[O:21])[C:14]=2[C:12]([C:8]2[C:7]([CH3:22])=[C:6]3[C:11]([C:2]([CH3:25])([CH3:1])[CH2:3][CH2:4][S:5]3(=[O:24])=[O:23])=[CH:10][CH:9]=2)=[O:13])=[O:39])[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1

Participants

6

Reactant 4

HCID 962WaterHCID 1049PyridineHCID 7412Benzoyl chlorideHCID 18432348HCID 18432348, compound

Product 1

HCID 18432350HCID 18432350, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

0.8 g (2.2 mmol) of 2-(4,4,8-trimethyl-1,1-dioxothiochroman-7-yl)carbonyl-1,3-cyclohexanedione was dissolved in 10 ml of methylene chloride, and 0.17 g (2.2 mmol) of pyridine and 0.31 g (2.2 mmol) of benzoyl chloride was added. The mixture was stirred at room temperature for 2 hours, water was added, and the organic phase was separated off, extracted with 2 N hydrochloric acid and dried. The solvent was subsequently distilled off and the residue was chromatographed over silica gel.

Workup

  1. customthe organic phase was separated off
  2. extractionextracted with 2 N hydrochloric acid
  3. customdried
  4. distillationThe solvent was subsequently distilled off
  5. customthe residue was chromatographed over silica gel

Sources & evidence

ORD record
ord-a94b30cc4c1a4619be13b98e8ec56be7
Source dataset
uspto-grants-2002_08
Patent number
US06440899B1

Reaction notes

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