Phosphorus trichloride → HCID 10861138, compound

HRID 581389Notes

Reaction equation

[C:1]1([C:7]2([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[CH2:12][CH2:11][CH:10]([OH:13])[CH2:9][CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[P:20](Cl)([Cl:22])[Cl:21]>>[C:1]1([C:7]2([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[CH2:8][CH2:9][CH:10]([O:13][P:20]([Cl:22])[Cl:21])[CH2:11][CH2:12]2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

Reactant 2

HCID 24387Phosphorus trichloride

HCID 109669984,4-DIPHENYLCYCLOHEXANOL

Product 1

HCID 10861138HCID 10861138, compound

Procedure

reacting 4,4-diphenylcyclohexanol with PCl3 to obtain 4,4-diphenylcyclohexyloxy dichlorophosphine having the formula: ##STR16## (b) coupling the 4,4-diphenylcyclohexyloxy-dichlorophosphine formed in step (a) with an amine base to obtain 4,4-diphenylcyclohexyloxydiaminophosphine having the formula: ##STR17## (c) coupling of the 4,4-diphenylcyclohexyloxy-diaminophosphine formed in step (b) with hydroxymethyl-DTPA penta tert-butyl ester to obtain 4,4-diphenylcyclohexyloxy (hydroxymethyl-DTPA -oxy, penta tert-butyl ester)amino-phosphine having the formula: ##STR18## (d) hydrolysis and oxidation of the 4,4-diphenylcyclohexyloxy (hydroxymethyl-DTPA oxy, penta tert butyl ester) aminophosphine formed in step (c) with dilute HCl and an oxidant to form (4,4-diphenylcyclohexyl)phosphonooxymethyl diethylene triamine, penta t-butyl ester having the formula: ##STR19##

Sources & evidence

ORD record: ord-d0ece4f5150a45b5aef607477e7e145b
Source dataset: uspto-grants-1999_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05919967

Reaction notes

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