Water → HCID 68883840, compound

HRID 1182084Notes

Reaction equation

HRID 1182084 reaction equation
[CH2:1]([O:8][CH:9]1[CH2:14][CH2:13][N:12]([CH2:15][CH2:16][CH2:17][C:18](OCC)=[O:19])[CH2:11][CH2:10]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.O>CCOCC>[CH2:1]([O:8][CH:9]1[CH2:14][CH2:13][N:12]([CH2:15][CH2:16][CH2:17][CH2:18][OH:19])[CH2:11][CH2:10]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 962WaterHCID 10335262HCID 10335262, compound

Product 1

HCID 68883840HCID 68883840, compoundYield 83.1%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

The compound obtained from step 1 (4.8 g) was dissolved in ether, and cooled in an ice bath. LialH4 (0.1 g) was added slowly to the solution. The resulting mixture was reacted at room temperature for 1 hr. before adding water to end the reaction. The resulting solution was then extracted by using water and ester. An organic solution layer was dehydrated over magnesium sulfate, filtered, and concentrated under reduced pressure. The column chromatography was performed thereon, thereby obtaining crude yellowish liquid product (3.44 g, 83% yield) of the title.

Workup

  1. temperaturecooled in an ice bath
  2. additionLialH4 (0.1 g) was added slowly to the solution
  3. customThe resulting mixture was reacted at room temperature for 1 hr
  4. customthe reaction
  5. extractionThe resulting solution was then extracted
  6. filtrationfiltered
  7. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-360ee80df2ae42ec9c7a867d5bafc9ff
Source dataset
uspto-grants-2007_10
Patent number
US07288552B2

Reaction notes

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