Benzoate → HCID 70555735, compound

HRID 2198811Notes

Reaction equation

HRID 2198811 reaction equation
[C:1](Cl)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.S(=O)(=O)(O)O.C(=O)(O)[O-].[Na+].[C:20]([O-:28])(=[O:27])[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1.[CH3:29][CH2:30][O:31][CH2:32][CH3:33]>O.N1C=CC=CC=1>[C:20]([O:28][C@@H:4]1[CH2:3][C@@H:2]2[C@@H:7]([CH2:6][CH2:5][C:1]2=[O:8])[C@H:29]1[CH2:30][O:31][CH2:32][C:33]1[CH:6]=[CH:7][CH:2]=[CH:3][CH:4]=1)(=[O:27])[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1

Participants

8

Reactant 5

HCID 242BenzoateHCID 1118Sulfuric AcidHCID 3283Diethyl EtherHCID 7412Benzoyl chlorideHCID 516892Sodium Bicarbonate

Product 1

HCID 70555735HCID 70555735, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolvent4×HCID 1049PyridineSolvent

Procedure

A solution of 0.55 g. of the alcohol of formula XIX in 4 ml. of pyridine is combined with 0.5 ml of benzoyl chloride. The mixture is agitated for 4 hours at 25°, combined with 0.4 ml of water agitated for 2 hours, diluted with ether, and the mixture is shaken in succession with water, 5% sulfuric acid, water, 4% sodium bicarbonate solution, and three times with water. After drying over magnesium sulfate the mixture is evaporated under vacuum, thus obtaining 720 mg. of the benzoate as a colorless oil.

Workup

  1. stirringagitated for 2 hours
  2. dry with materialAfter drying over magnesium sulfate the mixture
  3. customis evaporated under vacuum
  4. customthus obtaining 720 mg

Sources & evidence

ORD record
ord-75f02cae15684e11bc41b914940f28a4
Source dataset
uspto-grants-1982_11
Patent number
US04359581

Reaction notes

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