Sorbitol → HCID 67766220, compound

HRID 2296419Notes

Reaction equation

HRID 2296419 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].[CH3:13][O:14][C:15]1[CH:22]=[CH:21][C:18]([CH:19]=O)=[CH:17][CH:16]=1.[C:23]1([CH3:33])[CH:28]=[CH:27][C:26](S(O)(=O)=O)=[CH:25][CH:24]=1.[C:34]1(=[O:40])CCCCC1.C(O)CCCC>>[CH3:13][O:14][C:15]1[CH:22]=[CH:21][C:18]([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:33][C:23]2[CH:28]=[CH:27][C:26]([O:40][CH3:34])=[CH:25][CH:24]=2)[OH:12])=[CH:17][CH:16]=1

Participants

6

Reactant 5

HCID 5780SorbitolHCID 6101p-Toluenesulfonic acidHCID 62761-PentanolHCID 7967CyclohexanoneHCID 312444-Methoxybenzaldehyde

Product 1

HCID 67766220HCID 67766220, compoundYield 92%

Procedure

The same procedure as in Example 8 is repeated with the exception of using 30.3 g of sorbitol, 45.7 g of p-methoxybenzaldehyde, 1.0 g of p-toluenesulfonic acid, 8 ml of cyclohexanone, 175 ml of C8 -C10 saturated hydrocarbons and 8 ml of amyl alcohol. The materials are reacted for 3 hours, giving a semisolid reaction mixture. The mixture is similarly treated thereafter, affording di-(p-methoxybenzylidene)sorbitol in a yield of 92% with a purity of 99%.

Workup

  1. customThe materials are reacted for 3 hours
  2. customgiving
  3. customa semisolid reaction mixture
  4. additionThe mixture is similarly treated

Sources & evidence

ORD record
ord-b6f180f3fa034a1ca2da1b7d0befc636
Source dataset
uspto-grants-1984_01
Patent number
US04429140

Reaction notes

Loading…