Hydrochloric Acid → HCID 68560150, compound

HRID 1028929Notes

Reaction equation

HRID 1028929 reaction equation
[CH3:1][O:2][C:3]1[CH:67]=[C:66]([O:68][CH3:69])[CH:65]=[C:64]([O:70][CH3:71])[C:4]=1/[CH:5]=[CH:6]/[CH:7]([S:27]([CH:30](/[CH:50]=[CH:51]/[C:52]1[C:57]([O:58][CH3:59])=[CH:56][C:55]([O:60][CH3:61])=[CH:54][C:53]=1[O:62][CH3:63])[C:31]1[CH:36]=[CH:35][C:34]([O:37][CH3:38])=[C:33]([O:39]S(C2C=CC(C)=CC=2)(=O)=O)[CH:32]=1)(=[O:29])=[O:28])[C:8]1[CH:13]=[CH:12][C:11]([O:14][CH3:15])=[C:10]([O:16]S(C2C=CC(C)=CC=2)(=O)=O)[CH:9]=1.[OH-].[Na+].Cl>CO>[CH3:71][O:70][C:64]1[CH:65]=[C:66]([O:68][CH3:69])[CH:67]=[C:3]([O:2][CH3:1])[C:4]=1/[CH:5]=[CH:6]/[CH:7]([S:27]([CH:30](/[CH:50]=[CH:51]/[C:52]1[C:53]([O:62][CH3:63])=[CH:54][C:55]([O:60][CH3:61])=[CH:56][C:57]=1[O:58][CH3:59])[C:31]1[CH:36]=[CH:35][C:34]([O:37][CH3:38])=[C:33]([OH:39])[CH:32]=1)(=[O:29])=[O:28])[C:8]1[CH:13]=[CH:12][C:11]([O:14][CH3:15])=[C:10]([OH:16])[CH:9]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 86642672HCID 86642672, compound

Product 1

HCID 68560150HCID 68560150, compoundYield 95%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of (E)-2,4,6-Trimethoxystyryl-3-[(p-Toluenesulfonyl)oxy]-4-methoxy-benzyl sulfones 26, (5.0 g, 9.1 mmol), 50 mL (20%) sodium hydroxide solution and methanol (50 mL) were taken in a round bottomed flask and refluxed until the reaction mixture is clear without any turbidity (3-4 h). The progress of the reaction was monitored by TLC. The reaction mixture was cooled to room temperature and neutralized with cold dilute HCl solution. The precipitate separated after neutralization was filtered, washed with water and dried to get the crude product which on recrystallization from 2-propanol resulted analytically pure sample 6aa. Yield: 95%; white solid mp 124-127° C.

Workup

  1. customwere taken in a round bottomed flask
  2. temperaturerefluxed until the reaction mixture
  3. customis clear without any turbidity (3-4 h)
  4. customThe precipitate separated after neutralization
  5. filtrationwas filtered
  6. washwashed with water
  7. customdried

Sources & evidence

ORD record
ord-48e0bbdd3e0d46cd907eea33a2e5b7b8
Source dataset
uspto-grants-2014_05
Patent number
US08735620B2

Reaction notes

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