Ethanol → HCID 67020511, compound

HRID 2296417Notes

Reaction equation

HRID 2296417 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][C:14]1[CH:21]=[C:20]([CH3:22])[CH:19]=[CH:18][C:15]=1[CH:16]=O.[C:23]1([CH3:33])[CH:28]=[CH:27][C:26](S(O)(=O)=O)=[CH:25][CH:24]=1.C1(OC)C=CC=CC=1.[CH2:42](O)[CH3:43]>C1CCCCC1>[CH3:13][C:14]1[CH:21]=[C:20]([CH3:22])[CH:19]=[CH:18][C:15]=1[CH:16]=[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:27][C:26]1[CH:25]=[CH:24][C:23]([CH3:33])=[CH:28][C:42]=1[CH3:43])[OH:12]

Participants

7

Reactant 5

HCID 702EthanolHCID 5780SorbitolHCID 6101p-Toluenesulfonic acidHCID 7519AnisoleHCID 618142,4-Dimethylbenzaldehyde

Product 1

HCID 67020511HCID 67020511, compoundYield 93%

Reagents, catalysts & solvents 1

HCID 8078CyclohexaneSolvent

Procedure

The same procedure as in Example 8 is repeated with the exception of using 26.8 g of sorbitol, 39.5 g of 2,4-dimethylbenzaldehyde, 50 ml of cyclohexane, 0.4 g of p-toluenesulfonic acid, 30 ml of anisole and 100 ml of ethanol. The reaction is conducted for 2.5 hours, giving a powdery reaction mixture, which is similarly after-treated to obtain di-(2,4-dimethylbenzylidene)sorbitol in a yield of 93% with a purity of 98%.

Workup

  1. customgiving a powdery reaction mixture, which
  2. additionis similarly after-treated

Sources & evidence

ORD record
ord-4f99923b11a34832a2d2f1e3a9c21dcc
Source dataset
uspto-grants-1984_01
Patent number
US04429140

Reaction notes

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