Acetic Acid → HCID 68008943, compound

HRID 85328Notes

Reaction equation

HRID 85328 reaction equation
[C:1]([OH:4])(=[O:3])[CH3:2].[CH2:5]([O:12][C:13]1[CH:14]=[C:15]([CH2:19][CH2:20][CH2:21][CH2:22][NH:23][CH2:24][CH2:25][CH2:26][CH2:27]O)[CH:16]=[CH:17][CH:18]=1)[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1>O>[C:1]([O:4][CH2:27][CH2:26][CH2:25][CH2:24][NH:23][CH2:22][CH2:21][CH2:20][CH2:19][C:15]1[CH:16]=[CH:17][CH:18]=[C:13]([O:12][CH2:5][C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][CH:11]=2)[CH:14]=1)(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 176Acetic AcidHCID 680090004-[(3-Benzyloxyphenyl)butylamino]-1-butanol

Product 1

HCID 68008943HCID 68008943, compoundYield 88%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
80 °C

Procedure

To 10 ml of anhydrous acetic acid was added 2.7 g (8.2 mmol) of 4-[(3-benzyloxyphenyl)butylamino]-1-butanol and the mixture was stirred with heating at 80° C. for 1 hour. The reaction mixture was poured into 150 ml of water and subjected to extraction with ethyl acetate. Washing was performed with a saturated sodium bicarbonate solution and then with a saturated saline solution. Drying over anhydrous sodium sulfate and concentration were performed. The residue was purified by silica gel column chromatography to give 2.68 g of a colorless oily matter (yield: 88.0%).

Workup

  1. extractionsubjected to extraction with ethyl acetate
  2. washWashing
  3. dry with materialDrying over anhydrous sodium sulfate and concentration
  4. customThe residue was purified by silica gel column chromatography
  5. customto give 2.68 g of a colorless oily matter (yield: 88.0%)

Sources & evidence

ORD record
ord-c3dd087daabe4927b0368f1600ef1f5d
Source dataset
uspto-grants-2014_09
Patent number
US08846955B2

Reaction notes

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