Phthalimide → HCID 20149445, compound

HRID 568987Notes

Reaction equation

HRID 568987 reaction equation
O[CH:2]([CH2:5][CH2:6][C:7]([F:23])([F:22])[CH:8]([N:11]1[C:15](=[O:16])[C:14]2=[CH:17][CH:18]=[CH:19][CH:20]=[C:13]2[C:12]1=[O:21])[CH:9]=[CH2:10])[CH:3]=[CH2:4].[C:24]1(=[O:34])[NH:28][C:27](=[O:29])[C:26]2=[CH:30][CH:31]=[CH:32][CH:33]=[C:25]12.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.N(C(OCC)=O)=NC(OCC)=O>O1CCCC1>[C:24]1(=[O:34])[N:28]([CH:2]([CH2:5][CH2:6][C:7]([F:23])([F:22])[CH:8]([N:11]2[C:15](=[O:16])[C:14]3=[CH:17][CH:18]=[CH:19][CH:20]=[C:13]3[C:12]2=[O:21])[CH:9]=[CH2:10])[CH:3]=[CH2:4])[C:27](=[O:29])[C:26]2=[CH:30][CH:31]=[CH:32][CH:33]=[C:25]12

Participants

6

Reactant 4

HCID 6809PhthalimideHCID 11776TriphenylphosphineHCID 220568ethyl N-ethoxycarbonyliminocarbamateHCID 20149486HCID 20149486, compound

Product 1

HCID 20149445HCID 20149445, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 3-hydroxy-6,6-difluoro-7-phthalimido-1,8-nonadiene (148 mg, 0.46 mmoles), phthalimide (73.5 mg, 0.5 mmoles), triphenylphosphine (131.5 mg, 0.5 mmoles) and diethyl azodicarboxylate (73 l, 0.6 mmoles) in tetrahydrofuran (5 ml) is kept under nitrogen at 25° C. for 20 hours. After concentration under reduced pressure, the title compound is obtained after purification by chromatography on silica (dichloromethane, RF: 0.43): 95 mg (46%).

Workup

  1. concentrationAfter concentration under reduced pressure

Sources & evidence

ORD record
ord-f32b1760e7c0413f85497921899d8062
Source dataset
uspto-grants-1988_03
Patent number
US04730006

Reaction notes

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