HCID 70673730, compound → HCID 70673733, compound

HRID 341333Notes

Reaction equation

HRID 341333 reaction equation
[N+:1]([CH2:4][CH:5]([Si:17]([CH3:27])([CH3:26])[CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH3:25])[CH2:6][C:7]([O:9]CC1C=CC=CC=1)=[O:8])([O-])=O>CO.[OH-].[Pd+2].[OH-]>[NH2:1][CH2:4][CH:5]([Si:17]([CH3:26])([CH3:27])[CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH3:25])[CH2:6][C:7]([OH:9])=[O:8]

Participants

4

Reactant 1

HCID 70673730HCID 70673730, compound

Product 1

HCID 70673733HCID 70673733, compound

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 887MethanolSolvent

Procedure

A suspension of benzyl 4-nitro-3-(dimethyl-n-octylsilyl)butanoate (220 mg, 0.560 mmol) and palladium hydroxide (20% on carbon, wetted with ca. 50% water, 44 mg) in methanol (2 ml) was subjected to catalytic reduction under a hydrogen atmosphere [0.25 MPa (gauge pressure)] for 48 hours. After the suspension was filtered through Celite, and the solvent was evaporated, the residue was washed with water and recrystallized to obtain 4-amino-3-(dimethyl-n-octylsilyl)butanoic acid mentioned in the title.

Workup

  1. customfor 48 hours
  2. filtrationAfter the suspension was filtered through Celite
  3. customthe solvent was evaporated
  4. washthe residue was washed with water
  5. customrecrystallized

Sources & evidence

ORD record
ord-9b61a9f9838c4ee99c48c0c4a52c02df
Source dataset
uspto-grants-2014_11
Patent number
US08895769B2

Reaction notes

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