Hydrochloric Acid → HCID 14273861, compound

HRID 622333Notes

Reaction equation

HRID 622333 reaction equation
[C:1]([C:6]1[CH:11]=[CH:10][C:9]([OH:12])=[C:8]([Cl:13])[CH:7]=1)([CH2:4][CH3:5])([CH3:3])[CH3:2].[OH-].[Na+].Br[CH:17]([CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH3:28])[C:18]([O:20]CC)=[O:19].Cl>O.C1(C)C=CC=CC=1>[C:1]([C:6]1[CH:11]=[CH:10][C:9]([O:12][CH:17]([CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH3:28])[C:18]([OH:20])=[O:19])=[C:8]([Cl:13])[CH:7]=1)([CH2:4][CH3:5])([CH3:2])[CH3:3]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 95580Ethyl 2-bromooctanoateHCID 2202802-Chloro-4-(2-methylbutan-2-yl)phenol

Product 1

HCID 14273861HCID 14273861, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolvent2×HCID 1140TolueneSolvent

Conditions

Temperature
80 °C

Procedure

A mixture of 37.2 g of 4-t-amyl-2-chlorophenol, 200 ml of toluene, and 20.4 g of sodium hydroxide was heated to 80° C., and 40.3 g of ethyl 2-bromooctanoate was added dropwise thereto over a period of one hour, followed by reacting the mixture at that temperature for 3 hours. After cooling the mixture with water, 300 ml of water was added thereto, and 40 ml of concentrated hydrochloric acid was dropwise added. The organic layer was separated, washed twice with water, dried over magnesium sulfate, and concentrated under reduced pressure to obtain 55 g of an oily substance.

Workup

  1. customfor 3 hours
  2. additionwas added
  3. customThe organic layer was separated
  4. washwashed twice with water
  5. dry with materialdried over magnesium sulfate
  6. concentrationconcentrated under reduced pressure
  7. customto obtain 55 g of an oily substance

Sources & evidence

ORD record
ord-b29fdc66bece4150ad39ae53e403f0d8
Source dataset
uspto-grants-1988_09
Patent number
US04770988

Reaction notes

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