Triphenylphosphine → HCID 57444983, compound

HRID 564238Notes

Reaction equation

HRID 564238 reaction equation
[F:1][C:2]([F:7])([F:6])[CH2:3][CH2:4][OH:5].O[CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][C:15]([O:17][CH3:18])=[O:16].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.CC(OC(/N=N/C(OC(C)C)=O)=O)C>C1COCC1>[F:1][C:2]([F:7])([F:6])[CH2:3][CH2:4][O:5][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][C:15]([O:17][CH3:18])=[O:16]

Participants

6

Reactant 4

HCID 11776TriphenylphosphineHCID 1375123,3,3-Trifluoro-1-propanolHCID 5363146Diisopropyl azodicarboxylateHCID 10986540HCID 10986540, compound

Product 1

HCID 57444983HCID 57444983, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

3,3,3-Trifluoropropanol (10 ml, 110 mmol), methyl 7-hydroxyheptanoate (133 mmol, 1.2 eq), triphenylphosphine (35 g, 133 mmol, 1.2 eq) are initially introduced in 37 ml of THF in a round-bottomed flask and introduced into an ultrasound bath for a few minutes in order to mix the substances. During the exposure to ultrasound, DIAD (26.5 ml, 133 mmol, 1.2 eq) is very slowly added dropwise (temperature rises), and the reaction mixture is left under ultrasound for 15 min. A TLC sample is taken and subsequently left in the ultrasound bath for a further 2 hours.

Workup

  1. additionintroduced into an ultrasound bath for a few minutes in order
  2. additionto mix the substances
  3. waitsubsequently left in the ultrasound bath for a further 2 hours

Sources & evidence

ORD record
ord-a9867af17df74231ae61dffa48aed7bf
Source dataset
uspto-grants-2011_11
Patent number
US08067625B2

Reaction notes

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