Resorcinol → HCID 20206130, compound

HRID 543310Notes

Reaction equation

HRID 543310 reaction equation
[C:1]1([CH:8]=[CH:7][CH:6]=[C:4]([OH:5])[CH:3]=1)[OH:2].[C:9]([NH:16][CH:17]([CH2:19][CH2:20][CH2:21][C:22](O)([CH3:24])[CH3:23])[CH3:18])(=[O:15])[CH2:10][CH2:11][CH2:12][CH2:13][CH3:14].C1(C)C=CC(S(O)(=O)=O)=CC=1>O>[C:9]([NH:16][CH:17]([CH2:19][CH2:20][CH2:21][C:22]([C:6]1[CH:7]=[CH:8][C:1]([OH:2])=[CH:3][C:4]=1[OH:5])([CH3:23])[CH3:24])[CH3:18])(=[O:15])[CH2:10][CH2:11][CH2:12][CH2:13][CH3:14]

Participants

5

Reactant 3

HCID 5054ResorcinolHCID 6101p-Toluenesulfonic acidHCID 20206174HCID 20206174, compound

Product 1

HCID 20206130HCID 20206130, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

11.0 Parts of resorcinol, 12.2 parts of 2-hexanoylamino-6-hydroxy-6-methyl-heptane and 0.5 parts of p-toluene sulphonic acid are sealed for 4 days in a glass Carius tube. The reaction mixture is then poured into 500 parts of water and stirred for 30 minutes on a steam-bath. After removing the water by decantation, the above washing procedure is repeated twice again before taking up the residual oil in ether. The ether solution is then dried and stripped down under reduced pressure (16 mb) on a rotary evaporator at 100° C. to give 2-hexanoylamino-6-(2,4-dihydroxyphenyl)-6-methylheptane as an amber oil with the following percentage composition by weight

Workup

  1. customAfter removing the water by decantation
  2. washthe above washing procedure
  3. dry with materialThe ether solution is then dried
  4. customstripped down under reduced pressure (16 mb) on a rotary evaporator at 100° C.

Sources & evidence

ORD record
ord-123f8d25b2a848b9ad7de7288462ebc8
Source dataset
uspto-grants-1987_04
Patent number
US04661601

Reaction notes

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