Sorbitol → HCID 66586260, compound

HRID 2296414Notes

Reaction equation

HRID 2296414 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].[C:13]1([CH3:21])[CH:18]=[CH:17][C:16]([CH:19]=O)=[CH:15][CH:14]=1.[C:22]1([CH3:32])[CH:27]=[CH:26][C:25](S(O)(=O)=O)=[CH:24][CH:23]=1.[CH3:33]CCCCCC>C(O)CCC>[CH3:21][C:13]1[CH:18]=[CH:17][C:16]([CH:19]=[C:2]([OH:1])[C@@H:3]([OH:4])[C@@H:5]([OH:6])[C@H:7]([OH:8])[C@@H:9]([OH:10])[C:11](=[CH:32][C:22]2[CH:27]=[CH:26][C:25]([CH3:33])=[CH:24][CH:23]=2)[OH:12])=[CH:15][CH:14]=1

Participants

6

Reactant 4

HCID 5780SorbitolHCID 6101p-Toluenesulfonic acidHCID 77254-MethylbenzaldehydeHCID 8900Heptane

Product 1

HCID 66586260HCID 66586260, compoundYield 96%

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

A semisolid reaction mixture is obtained in the same manner as in Example 8 with the exception of using 26.8 g of sorbitol, 35.0 g of p-tolualdehyde, 0.4 g of p-toluenesulfonic acid, 85 ml of n-heptane and 200 ml of n-butanol and reacting the materials at 95° C. The mixture is similarly after-treated to give di-(p-methylbenzylidene)sorbitol in a yield of 96% with a purity of 97%.

Workup

  1. customA semisolid reaction mixture
  2. customis obtained in the same manner as in Example 8 with the exception
  3. customat 95° C
  4. additionThe mixture is similarly after-treated

Sources & evidence

ORD record
ord-be0ffa0005e447e6b77f9869984a12ea
Source dataset
uspto-grants-1984_01
Patent number
US04429140

Reaction notes

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