Isobutyryl chloride → HCID 54128962, compound

HRID 328153

Reaction equation

HRID 328153 reaction equation
[CH2:1]([C:3]1[CH:14]=[CH:13][C:6]([O:7][CH2:8][CH:9]([OH:12])[CH2:10][CH3:11])=[CH:5][CH:4]=1)[CH3:2].[C:15](Cl)(=[O:19])[CH:16]([CH3:18])[CH3:17]>N1C=CC=CC=1>[C:15]([O:12][CH:9]([CH2:10][CH3:11])[CH2:8][O:7][C:6]1[CH:13]=[CH:14][C:3]([CH2:1][CH3:2])=[CH:4][CH:5]=1)(=[O:19])[CH:16]([CH3:18])[CH3:17]

Participants

4

Reactant 2

HCID 62325Isobutyryl chlorideHCID 214441151-(p-Ethylphenoxy)-butan-2-ol

Product 1

HCID 54128962HCID 54128962, compoundYield 98.4%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

Cooling in an ice bath 0.93 g (5 mmol) of 1-(p-ethylphenoxy)-butan- 2-ol was dissolved in 10 ml of pyridine, and to this solution was added dropwise 0.53 g (5 mmol) of isobutyryl chloride. The mixture was stirred at room temperature for 3 hours after the addition was completed. The reaction mixture was treated in the same manner as in Example 7, and purified by column chromatography using silica gel to afford 1.3 g of 1 -(p-ethylphenoxy)-butan-2-ol isobutyrate (compound No. 15) in a yield of 83% as a colorless oily substance. The refractive index of the product was nD32 = 1.4799.

Workup

  1. additionafter the addition
  2. additionThe reaction mixture was treated in the same manner as in Example 7
  3. custompurified by column chromatography

Sources & evidence

ORD record
ord-aff01e20a2af437e939d6fc02c25652f
Source dataset
uspto-grants-1977_04
Patent number
US04016186

Linked notes

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