Borane → 3-(N,N-diphenylamino)-1-chloropropane

HRID 648358Notes

Reaction equation

HRID 648358 reaction equation
[C:1]1([NH:7][C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Cl:14][CH2:15][CH2:16][C:17](Cl)=O.B.C1(N(CCCBr)C2C=CC=CC=2)C=CC=CC=1>O1CCCC1>[C:8]1([N:7]([CH2:17][CH2:16][CH2:15][Cl:14])[C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1

Participants

6

Reactant 4

HCID 6331BoraneHCID 11487DiphenylamineHCID 693643-Chloropropionyl chlorideHCID 108273293-[N,N-diphenylamino)-1-bromopropane

Product 1

HCID 106580533-(N,N-diphenylamino)-1-chloropropane

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

3-(N,N-diphenylamino)-1-chloropropane is prepared by the reaction of diphenylamine with 3-chloropropionyl chloride, followed by reduction with borane in tetrahydrofuran, by a procedure analogous to the preparation of 3-[N,N-diphenylamino]-1-bromopropane in Example 2.

Sources & evidence

ORD record
ord-7b0f0a21678c42e38e01de2321240b43
Source dataset
uspto-grants-1983_10
Patent number
US04411904

Reaction notes

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