Benzaldehyde → HCID 66689111, compound

HRID 1076149Notes

Reaction equation

HRID 1076149 reaction equation
[OH:1][CH2:2][C@@H:3]([C@H:5]([C@@H:7]([C@@H:9]([CH2:11][OH:12])[OH:10])[OH:8])[OH:6])[OH:4].[CH:13](=O)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1.C1CCCCC1.S(=O)(=O)(O)O>O>[CH:13](=[C:11]([C@@H:9]([C@H:7]([C@@H:5]([C@@H:3]([CH2:2][OH:1])[OH:4])[OH:6])[OH:8])[OH:10])[OH:12])[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

Participants

6

Reactant 4

HCID 240BenzaldehydeHCID 1118Sulfuric AcidHCID 5780SorbitolHCID 8078Cyclohexane

Product 1

HCID 66689111HCID 66689111, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a mixture of 40.0 g of 70% sorbitol, 29.4 g of benzaldehyde and 520 ml of cyclohexane under nitrogen gas was added 0.3 ml of 96% sulfuric acid dropwise with stirring, then the mixture was heated to allow to condense while eliminating the generated water by azeotropic distillation. After about 7 hours' continuation of the reaction, the reaction mixture was cooled to room temperature and then neutralized. The precipitate was settled and washed with water by decantation, then filtered and rinsed several times with hot water, further finally dried to obtain the reaction product as white powder.

Workup

  1. temperaturethe mixture was heated
  2. customto allow to condense
  3. distillationby azeotropic distillation
  4. customAfter about 7 hours' continuation of the reaction
  5. washwashed with water by decantation
  6. filtrationfiltered
  7. washrinsed several times with hot water
  8. customfurther finally dried

Sources & evidence

ORD record
ord-3f0a16de46e84db08fa52e399fcab709
Source dataset
uspto-grants-1976_05
Patent number
US03955997

Reaction notes

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