Water → HCID 71512040, compound

HRID 511967Notes

Reaction equation

HRID 511967 reaction equation
Br[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][C:9]1[CH:14]=[CH:13][C:12]([O:15][CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=[CH:11][CH:10]=1.[O-:23][S:24]([O-:26])=[O:25].[Na+:27].[Na+].O>CCO>[Na+:27].[CH2:16]([O:15][C:12]1[CH:13]=[CH:14][C:9]([CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2][S:24]([O-:26])(=[O:25])=[O:23])=[CH:10][CH:11]=1)[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

Participants

5

Reactant 3

HCID 962WaterHCID 24437Sodium SulfiteHCID 66931168HCID 66931168, compound

Product 1

HCID 71512040HCID 71512040, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A stirred mixture of 10.1 (0.9 g, 2.50 mmol) and anhydrous Na2SO3 (0.423 g, 3.36 mmol) in EtOH (20 mL)/H2O (10 ml) was heated under reflux (6 h) or microwaved using a CEM-discover system (ram time: 2 min, hold time: 5 min, temperature: 150° C., pressure: 250 psi, power: 250 W). The reaction mixture was cooled to room temperature and the solvent evaporated under reduced pressure. The residue obtained was scrupulously dried under high vacuum and the crude product (10.1, pale yellow solid) was used in the next step without further purification.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux (6 h)
  3. custommicrowaved
  4. customa CEM-discover system (ram time: 2 min, hold time: 5 min, temperature: 150° C., pressure: 250 psi, power: 250 W)
  5. customthe solvent evaporated under reduced pressure
  6. customThe residue obtained
  7. customwas scrupulously dried under high vacuum
  8. customthe crude product (10.1, pale yellow solid) was used in the next step without further purification

Sources & evidence

ORD record
ord-6676f0cc9f5b496199424f8ecfdbab77
Source dataset
uspto-grants-2015_08
Patent number
US09102622B2

Reaction notes

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