Sorbitol → HCID 66967337, compound

HRID 1979967Notes

Reaction equation

[CH3:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=O)=[CH:4][CH:3]=1.[OH:10][CH2:11][C@@H:12]([C@H:14]([C@@H:16]([C@@H:18]([CH2:20][OH:21])[OH:19])[OH:17])[OH:15])[OH:13].C1(C)C=CC(S(O)(=O)=O)=CC=1>>[CH3:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[C:20]([C@@H:18]([C@H:16]([C@@H:14]([C@@H:12]([CH2:11][OH:10])[OH:13])[OH:15])[OH:17])[OH:19])[OH:21])=[CH:4][CH:3]=1

Participants

Reactant 3

HCID 5780Sorbitol

HCID 6101p-Toluenesulfonic acid

HCID 77254-Methylbenzaldehyde

Product 1

HCID 66967337HCID 66967337, compound

Procedure

A reactor was charged with 120 g (1 mole) of p-methylbenzaldehyde, 270 g (1 mole) of a 70% aqueous solution of D-sorbitol and 10 g of p-toluenesulfonic acid, and they were reacted at 35° C. with stirring. Shortly, a large amount of fine white crystals precipitated in the mixture within the reactor, and became creamy in 45 minutes. The torque of the stirrer became about three times as high as that at the start of the reaction. At this time, the amount of mono-p-methylbenzylidene sorbitol formed was 43% of theory.

Workup

customwere reacted at 35° C.
customShortly, a large amount of fine white crystals precipitated in the mixture within the reactor
customhigh as that at the start of the reaction

Sources & evidence

ORD record: ord-684c52e5f1ac494d861584fb7092002d
Source dataset: uspto-grants-1984_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04483952

Reaction notes

Loading…