Sulfuric Acid → HCID 9867747, compound

HRID 1242691Notes

Reaction equation

HRID 1242691 reaction equation
[CH:1]1([NH:7][C:8](=[O:32])[CH2:9][CH2:10][CH2:11][C:12]2[CH:13]=[CH:14][CH:15]=[C:16]3[C:21]=2[CH:20]=[C:19]([S:22][CH:23]([C:29](=O)[CH3:30])[C:24]([O:26][CH2:27][CH3:28])=[O:25])[CH:18]=[CH:17]3)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.S(=O)(=O)(O)O>>[CH:1]1([NH:7][C:8](=[O:32])[CH2:9][CH2:10][CH2:11][C:12]2[CH:13]=[CH:14][CH:15]=[C:16]3[C:21]=2[C:20]2[C:29]([CH3:30])=[C:23]([C:24]([O:26][CH2:27][CH3:28])=[O:25])[S:22][C:19]=2[CH:18]=[CH:17]3)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

3

Reactant 2

HCID 1118Sulfuric AcidHCID 21916817HCID 21916817, compound

Product 1

HCID 9867747HCID 9867747, compound

Procedure

The product obtained in Step A (18 mmol) is added all at once to 5 ml of sulphuric acid (d=1.81). The temperature of the reaction mixture rises rapidly to approximately 80° C. After stirring for 5 minutes, the mixture is poured into 100 ml of ice-cold water and is then extracted with dichloromethane. The organic phase is then washed with water, then with saturated sodium hydrogen carbonate solution and then again with water. The organic phase is then dried over magnesium sulphate and is then concentrated under reduced pressure. The residue is chromatographed to yield the title product.

Workup

  1. customrises rapidly to approximately 80° C
  2. extractionis then extracted with dichloromethane
  3. washThe organic phase is then washed with water
  4. dry with materialThe organic phase is then dried over magnesium sulphate
  5. concentrationis then concentrated under reduced pressure
  6. customThe residue is chromatographed

Sources & evidence

ORD record
ord-0f1c15bfdebe42229e84f1d239fab442
Source dataset
uspto-grants-2006_10
Patent number
US07115752B2

Reaction notes

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