Water → Tetralin

HRID 974786Notes

Reaction equation

HRID 974786 reaction equation
[C:1]1([CH3:11])[CH:6]=[CH:5][C:4](S(Cl)(=O)=O)=[CH:3][CH:2]=1.O.N1C=C[CH:16]=[CH:15][CH:14]=1>>[CH2:5]1[C:6]2[C:1](=[CH:11][CH:14]=[CH:15][CH:16]=2)[CH2:2][CH2:3][CH2:4]1

Participants

4

Reactant 3

HCID 962WaterHCID 1049Pyridine2×HCID 73974-Toluenesulfonyl chloride

Product 1

HCID 8404Tetralin

Procedure

To a solution of the above compound (11 g; 57.6 mmol) in pyridine (20 ml) at 0° C. was added, dropwise a solution of p-toluenesulfonyl chloride (11 g; 57.7 mmol) in pyridine (20 ml). The mixture was left at ambient temperature for 15 hours, then poured into water and extracted with CH2Cl2. The organic phase was washed with 2N HCl and 0.5N NaHC3, dried over MgSO4 and evaporated to give -methoxy-1-tosyloxyimino-,1,2,3,4-tetrahydronaphthalene as a brown solid (16 g; 100%).

Workup

  1. extractionextracted with CH2Cl2
  2. washThe organic phase was washed with 2N HCl and 0.5N NaHC3
  3. dry with materialdried over MgSO4
  4. customevaporated

Sources & evidence

ORD record
ord-4c523d4cbf5f4030ab8dcd3c18d87c2b
Source dataset
uspto-grants-1997_03
Patent number
US05607928

Reaction notes

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