Glyoxal → 1,4-Dicyclohexyl-2,3,5,6-tetrahydroxy-1,4diphosphorinane

HRID 1651504Notes

Reaction equation

[CH:1]1([PH2:7])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[CH:8]([CH:10]=[O:11])=[O:9]>>[CH:1]1([P:7]2[CH:8]([OH:9])[CH:10]([OH:11])[P:7]([CH:1]3[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]3)[CH:8]([OH:9])[CH:10]2[OH:11])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

Reactant 2

HCID 7860Glyoxal

HCID 13199Cyclohexylphosphine

Product 1

HCID 150999531,4-Dicyclohexyl-2,3,5,6-tetrahydroxy-1,4diphosphorinaneYield 92%

Procedure

Following the procedure of Example 2, 150 parts of monocyclohexyl phosphine are reacted with 190 parts of 40% aqueous glyoxal solution to give 207 parts (92% yield) of 1,4-dicyclohexyl-2,3,5,6-tetrahydroxy-1,4-diphosphorinane, m.p. 182-215° C.

Sources & evidence

ORD record: ord-21ffe5c6263e47b29a2e58aafc56407e
Source dataset: uspto-grants-1990_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04929393

Reaction notes

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