Methylamine → HCID 70595686, compound

HRID 1733049Notes

Reaction equation

HRID 1733049 reaction equation
Cl[CH2:2][CH2:3][C:4]([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)([OH:6])[CH3:5].C1(C2C=CC=CC=2)C=CC=CC=1.ClCCC(Cl)=O.ClCCC(C1C=CC(C2C=CC=CC=2)=CC=1)=O.C[Mg]I.BrCCC(C1C=CC=CC=1C1C=CC=CC=1)(O)C.C1(C)C=CC(S(OCCC(C2C=CC=CC=2C2C=CC=CC=2)(O)C)(=O)=O)=CC=1.[CH3:103][NH2:104]>CO>[CH3:103][NH:104][CH2:2][CH2:3][C:4]([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)([OH:6])[CH3:5]

Participants

10

Reactant 8

HCID 6329MethylamineHCID 7095BiphenylHCID 693643-Chloropropionyl chlorideHCID 2350861-(biphenyl-4-yl)-3-chloropropan-1-oneHCID 70595719HCID 70595719, compoundHCID 70596859HCID 70596859, compoundHCID 86735980HCID 86735980, compoundHCID 178418373HCID 178418373, compound

Product 1

HCID 70595686HCID 70595686, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 2.6 g of 1-chloro-3-p-biphenylylbutan-3-ol [m.p. 68°-70°; obtainable by a Friedel-Crafts reaction of biphenyl with 3-chloropropionyl chloride to give 4-(3-chloropropionyl)-biphenyl and reaction with CH3MgI; or 3.05 g of 1-bromo-3-p-biphenylyl-butan-3-ol or 3.96 g of 1-p-toluenesulfonyloxy-3-p-biphenylyl-butan-3-ol] and 30 g of methylamine in 100 ml of methanol is heated at 120° for 2 hours in an autoclave. After cooling and working up in the customary manner, 1-methylamino-3-p-biphenylyl-butan-3-ol is obtained.

Workup

  1. customto give
  2. temperatureAfter cooling

Sources & evidence

ORD record
ord-19355569371a40dab5ea24b0c9eccdcd
Source dataset
uspto-grants-1980_12
Patent number
US04239759

Reaction notes

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