1-(Diphenylmethyl)azetidin-3-ol → Isohexane ethyl acetate

HRID 1785702Notes

Reaction equation

HRID 1785702 reaction equation
[CH:1](N1[CH2:17][CH:16]([OH:18])C1)([C:8]1C=CC=C[CH:9]=1)[C:2]1[CH:7]=CC=C[CH:3]=1.FC(F)(F)C1C=CC=CC=1C(O)C1C=C[C:27]([O:30]C)=[CH:26]C=1.C(N1CC(OC(C2C=CC(Cl)=CC=2)C2C=CC(Cl)=CC=2Cl)C1)(C1C=CC=CC=1)C1C=CC=CC=1>>[C:27]([O:18][CH2:16][CH3:17])(=[O:30])[CH3:26].[CH3:9][CH2:8][CH2:1][CH:2]([CH3:7])[CH3:3]

Participants

4

Reactant 3

HCID 3304481-(Diphenylmethyl)azetidin-3-olHCID 133090982-(Trifluoromethyl)-4'-methoxybenzhydrolHCID 689038181-Benzhydryl-3-(2,4,4'-trichlorobenzhydryloxy)azetidine

Product 1

HCID 21882781Isohexane ethyl acetate

Procedure

This material was prepared from 1-benzhydryl-3-azetidinol (1) (7.5 mmol) and 2-(trifluoromethyl)-4′-methoxybenzhydrol (155) (15 mmol) using the procedure described for compound (3). Flash column chromatography [SiO2; ethyl acetate-iso-hexane (10:90→20:80)] afforded a pale yellow gum (2.73 g) which was used in the next step without further purification.

Sources & evidence

ORD record
ord-08d6b79edd824fb482fa241695c35012
Source dataset
uspto-grants-2009_03
Patent number
US07504522B2

Reaction notes

Loading…