Sorbitol → HCID 66586233, compound

HRID 2296418Notes

Reaction equation

HRID 2296418 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].[CH2:13]([C:15]1[CH:22]=[CH:21][C:18]([CH:19]=O)=[CH:17][CH:16]=1)[CH3:14].[CH2:23]([C:35]1[CH:40]=[CH:39][CH:38]=[CH:37][C:36]=1S(O)(=O)=O)[CH2:24]CCCCCCCCCC.[N+]([C:48]1C=CC=CC=1)([O-])=O>CN(C)C=O>[CH2:13]([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:48][C:38]2[CH:37]=[CH:36][C:35]([CH2:23][CH3:24])=[CH:40][CH:39]=2)[OH:12])=[CH:17][CH:16]=1)[CH3:14]

Participants

6

Reactant 4

HCID 5780SorbitolHCID 7416NitrobenzeneHCID 208614-EthylbenzaldehydeHCID 25457Dodecylbenzenesulphonic acid

Product 1

HCID 66586233HCID 66586233, compoundYield 96%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

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, 39.3 g of p-ethylbenzaldehyde, 1.2 g of dodecylbenzenesulfonic acid, 5.0 ml of N,N-dimethlformamide and 80 ml of nitrobenzene. The mixture is thereafter similarly treated to give di-(p-ethylbenzylidene)sorbitol in a yield of 96% with a purity of 95%. The reaction time is 2.5 hours.

Workup

  1. customA semisolid reaction mixture
  2. customis obtained in the same manner as in Example 8 with the exception
  3. additionThe mixture is thereafter similarly treated

Sources & evidence

ORD record
ord-3f424d2662fa47d0901e85867fd58020
Source dataset
uspto-grants-1984_01
Patent number
US04429140

Reaction notes

Loading…