Water → HCID 18921805, compound

HRID 1289616Notes

Reaction equation

HRID 1289616 reaction equation
O.Cl.[CH3:3][O:4][C:5]1[CH:10]=[CH:9][C:8]([CH:11]=[CH:12][CH2:13][CH2:14][CH2:15][CH2:16][N:17]2[CH:21]=[CH:20][N:19]=[CH:18]2)=[CH:7][CH:6]=1.C(=O)(O)[O-].[Na+].[H][H]>C(O)C>[CH3:3][O:4][C:5]1[CH:6]=[CH:7][C:8]([CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][N:17]2[CH:21]=[CH:20][N:19]=[CH:18]2)=[CH:9][CH:10]=1

Participants

6

Reactant 4

HCID 962WaterHCID 516892Sodium BicarbonateHCID 70422003HCID 70422003, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 18921805HCID 18921805, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Add 1 ml water to 400 mg of the compound prepared in Example 72, then add 100 mg sodium bicarbonate followed by 25 ml ethanol. Add 100 mg PtO and add hydrogen under 30 psi for 20 hr. Partition with water/methylene chloride. Elute on a silica column with 100% methylene chloride then 5% methanol/methylene chloride to yield the title compound.

Workup

  1. customPartition with water/methylene chloride
  2. washElute on a silica column with 100% methylene chloride

Sources & evidence

ORD record
ord-812ae42f29df4353bff743dbd778cb63
Source dataset
uspto-grants-1998_05
Patent number
US05750532

Reaction notes

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