Hydrochloric Acid → HCID 54206520, compound

HRID 1494296Notes

Reaction equation

HRID 1494296 reaction equation
[NH2:1][C:2]1[CH:17]=[CH:16][C:5]([CH2:6][CH2:7][C:8]2[CH:14]=[C:13]([OH:15])[CH:12]=[CH:11][C:9]=2[OH:10])=[CH:4][CH:3]=1.CC(N(C)C)=O.[CH2:24]([S:32](Cl)(=[O:34])=[O:33])[CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH3:31].Cl>N1C=CC=CC=1>[CH2:24]([S:32]([NH:1][C:2]1[CH:17]=[CH:16][C:5]([CH2:6][CH2:7][C:8]2[CH:14]=[C:13]([OH:15])[CH:12]=[CH:11][C:9]=2[OH:10])=[CH:4][CH:3]=1)(=[O:34])=[O:33])[CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH3:31]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 31374DimethylacetamideHCID 822611-Octanesulfonyl chlorideHCID 125250502-[2-(4-Aminophenyl)ethyl]-1,4-benzenediol

Product 1

HCID 54206520HCID 54206520, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

In 1 l-volume three-necked flask were charged 100 g of (4-aminophenethyl)hydroquinone, 500 ml of dimethylacetamide, and 36 ml of pyridine, and 85 ml of octanesulfonyl chloride were slowly added dropwise thereto at room temperature while stirring. After the dropwise addition, the stirring was continued for 4 hours. The reaction mixture was poured into a hydrochloric acid aqueous solution and extracted with ethyl acetate. The extract was washed with water, dried over magnesium sulfate, and concentrated to obtain 129 g of the entitled compound as an oily substance.

Workup

  1. additionwere slowly added dropwise
  2. additionAfter the dropwise addition
  3. extractionextracted with ethyl acetate
  4. washThe extract was washed with water
  5. dry with materialdried over magnesium sulfate
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-2558cc6cc1274ea9bd819c6873c27e45
Source dataset
uspto-grants-1991_06
Patent number
US05026634

Reaction notes

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