Dichloromethane → HCID 54492419, compound

HRID 1614836Notes

Reaction equation

HRID 1614836 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([C:8]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)=[CH:9][CH2:10][O:11][CH2:12][CH2:13][N:14]2[CH2:19][CH2:18][CH2:17][C@@H:16]([C:20]([OH:22])=[O:21])[CH2:15]2)[CH:5]=[CH:6][CH:7]=1.ClCCl>CO.[Pd]>[CH3:1][C:2]1[CH:3]=[C:4]([CH:8]([C:23]2[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=2)[CH2:9][CH2:10][O:11][CH2:12][CH2:13][N:14]2[CH2:19][CH2:18][CH2:17][C@@H:16]([C:20]([OH:22])=[O:21])[CH2:15]2)[CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 2

HCID 6344DichloromethaneHCID 53973983HCID 53973983, compound

Product 1

HCID 54492419HCID 54492419, compoundYield 28%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

The acid prepared in Example 38 (8.2 g, 21.6 mmol) was dissolved in methanol (150 ml) and stirred under an atmosphere of hydrogen for 1 h at room temperature in the presence of 10% palladium on carbon catalyst (35% aqueous paste) and then filtered. The filtrate was evaporated to dryness leaving a residue which was dissolved into dichloromethane and dried over sodium sulphate. The solvent was evaporated in vacuo to give 2.3 g (28%) of the title compound as a foam.

Workup

  1. filtrationfiltered
  2. customThe filtrate was evaporated to dryness
  3. customleaving a residue which
  4. dry with materialdried over sodium sulphate
  5. customThe solvent was evaporated in vacuo

Sources & evidence

ORD record
ord-576aa36c2c4f46a7b59f248943585a86
Source dataset
uspto-grants-1993_03
Patent number
US05198451

Reaction notes

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