Water → HCID 15617940, compound

HRID 1165028Notes

Reaction equation

HRID 1165028 reaction equation
[CH2:1]([C:4]1[CH:13]=[CH:12][C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]=1[OH:14])[CH:2]=[CH2:3].[C:15]1([CH3:25])[CH:20]=[CH:19][C:18]([S:21](Cl)(=[O:23])=[O:22])=[CH:17][CH:16]=1.[OH2:26]>N1C=CC=CC=1>[C:15]1([CH3:25])[CH:20]=[CH:19][C:18]([S:21]([O:26][CH2:3][CH2:2][CH2:1][C:4]2[CH:13]=[CH:12][C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[C:5]=2[O:14][CH2:1][C:4]2[CH:13]=[CH:12][CH:11]=[CH:6][CH:5]=2)(=[O:23])=[O:22])=[CH:17][CH:16]=1

Participants

5

Reactant 3

HCID 962WaterHCID 73974-Toluenesulfonyl chlorideHCID 10655090HCID 10655090, compound

Product 1

HCID 15617940HCID 15617940, compoundYield 23%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A solution of the product of Example 118 Part C (9.10 g, 0.031 mole) in pyridine (150 mL) was stirred at 0° and treated with p-toluenesulfonyl chloride (6.70 g, 0.035 mole), then stirred for 16 hours at room temperature. The solution was poured into water, and the mixture extracted with ethyl acetate. The resulting oil was chromatographed with 4:1 hexane/ether to provide the title compound (3.20 g, 23%) as an oil.

Workup

  1. extractionthe mixture extracted with ethyl acetate
  2. customThe resulting oil was chromatographed with 4:1 hexane/ether

Sources & evidence

ORD record
ord-015e87ac506c4f3090a92c73301a0e04
Source dataset
uspto-grants-1990_03
Patent number
US04906636

Reaction notes

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