1,1,1,3,3,3-Hexafluoro-2-propanol → Tri-tert-butylphosphonium Tetraphenylborate

HRID 13867

Reaction equation

[C:1]([P:5]([C:10]([CH3:13])([CH3:12])[CH3:11])[C:6]([CH3:9])([CH3:8])[CH3:7])([CH3:4])([CH3:3])[CH3:2].FC(F)(F)C(O)C(F)(F)F.[C:24]1([B-:30]([C:43]2[CH:48]=[CH:47][CH:46]=[CH:45][CH:44]=2)([C:37]2[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=2)[C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1.[Na+]>>[C:43]1([B-:30]([C:24]2[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=2)([C:31]2[CH:32]=[CH:33][CH:34]=[CH:35][CH:36]=2)[C:37]2[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=2)[CH:44]=[CH:45][CH:46]=[CH:47][CH:48]=1.[C:10]([PH+:5]([C:1]([CH3:4])([CH3:3])[CH3:2])[C:6]([CH3:9])([CH3:8])[CH3:7])([CH3:11])([CH3:12])[CH3:13]

Participants

Reactant 3

HCID 135291,1,1,3,3,3-Hexafluoro-2-propanol

HCID 83681Tris(1,1-dimethylethyl)phosphine

HCID 2723787Sodium Tetraphenylborate

Product 1

HCID 23136663Tri-tert-butylphosphonium TetraphenylborateYield 77%

Procedure

Tri-tert-butylphosphine is reacted with 1,1,1,3,3,3-hexafluoro-2-propanol and with sodium tetraphenylborate to produce tri-tert-butylphosphonium tetraphenylborate (77% yield). A similar process is described in which tricyclohexylphosphine is used as starting material to produce tricyclohexylphosphonium tetraphenylborate (77% yield) (see Nonpatent Document 7).

Sources & evidence

ORD record: ord-32062efb59614351b3cd53ae313ef854
Source dataset: uspto-grants-2010_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07728176B2

Linked notes

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