Benzaldehyde → HCID 21461383, compound

HRID 1941526Notes

Reaction equation

HRID 1941526 reaction equation
[Br:1][CH2:2][CH:3]1[O:12][CH2:11][CH:10]2[CH:6]([O:7][C:8]([CH3:14])(C)[O:9]2)[CH2:5][O:4]1.BrCC1OCC(O)C(O)CO1.C(=O)[C:27]1[CH:32]=[CH:31]C=[CH:29][CH:28]=1.C1(C)C(S(O)(=O)=O)=CC=CC=1>C(Cl)(Cl)Cl>[Br:1][CH2:2][CH:3]1[O:4][CH2:5][CH:6]2[CH:10]([O:9][CH:8]([C:14]3[CH:31]=[CH:32][CH:27]=[CH:28][CH:29]=3)[O:7]2)[CH2:11][O:12]1

Participants

6

Reactant 4

HCID 240BenzaldehydeHCID 69252-Methylbenzenesulfonic acidHCID 21461382HCID 21461382, compoundHCID 21461387HCID 21461387, compound

Product 1

HCID 21461383HCID 21461383, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

4-Bromomethyl-9-phenyl-3,5,8,10-tetraoxabicyclo[5.3.0]decane was prepared in a similar way to 4-bromomethyl-9,9-dimethyl-3,5,8, 10-tetraoxabicyclo[5.3.0]decane from 64.7 g of 2-bromomethyl-5,6-dihydroxy- 1,3-dioxepane (285 mmol) and 187.0 g of benzaldehyde (1760 mmol) in chloroform. The reaction time was 8 days, a fresh spatula tip of toluenesulphonic acid being added every day.

Sources & evidence

ORD record
ord-e37bb5e536a641fba0d30485626860ce
Source dataset
uspto-grants-1997_12
Patent number
US05703249

Reaction notes

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