2-Chlorophenol → HCID 67883721, compound

HRID 1656378Notes

Reaction equation

HRID 1656378 reaction equation
OC[C:3]1[CH:11]=[CH:10][CH:9]=[C:8]2[C:4]=1[CH:5]=[CH:6][NH:7]2.[C:12]1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[Cl:31][C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][C:33]=1[OH:38].C(OC(N=NC(OCC)=O)=O)C>O1CCCC1>[Cl:31][C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][C:33]=1[O:38][C:3]1[CH:11]=[CH:10][CH:9]=[C:8]2[C:4]=1[CH:5]=[C:6]([CH3:12])[NH:7]2

Participants

6

Reactant 4

HCID 72452-ChlorophenolHCID 11776TriphenylphosphineHCID 220568ethyl N-ethoxycarbonyliminocarbamateHCID 27734571H-indol-4-ylmethanol

Product 1

HCID 67883721HCID 67883721, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

A solution of 4-hydroxymethylindole (1.0 g) in tetrahydrofuran (10 ml) is instilled in a solution of triphenylphosphine (2.92 g), 2-chlorophenol (1.43 g) and azodicarboxylic acid diethyl ester (1.49 g) in tetrahydrofuran (50 ml). After a three-hour stirring of the reaction mixture, it is worked up in the usual way and the crude product is chromatographed, melting point 138°-140° C. (cyclohexane).

Workup

  1. customthe crude product is chromatographed

Sources & evidence

ORD record
ord-545968b7949c42598eabd8bcbd084055
Source dataset
uspto-grants-1993_10
Patent number
US05254563

Reaction notes

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