Phosphonium → HCID 53831161, compound

HRID 376191Notes

Reaction equation

HRID 376191 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:17]=[CH:18][C:19]=1[Cl:20])[CH2:5][CH:6]([C:14]([CH3:16])=O)[C:7](OC(C)(C)C)=O.[Cl-].[CH:22]1[C:31]2[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=2)[CH:25]=[CH:24][C:23]=1[CH2:32][P+](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1.ClC1C=CC(CC(C(C)=O)C(OC(C)(C)C)=O)=CC=1.[PH4+].O1C(C=CC(CC2C=CC(Cl)=C(Cl)C=2)C([NH2:82])C)=CC2C=CC=CC1=2.ClC1C=C(C=CC=1Cl)CC(C=CC1C=CC=C(C2C=CSC=2)C=1)C(N)C.ClC1C=C(C=CC=1Cl)CC(C=CC1C2C(=CC=CC=2)C=CC=1)C(N)C.ClC1C=CC(CC(C=CC2C=CC(Cl)=CC=2)C(N)C)=CC=1>>[Cl:1][C:2]1[CH:3]=[C:4]([CH:17]=[CH:18][C:19]=1[Cl:20])[CH2:5][CH:6]([CH:7]=[CH:32][C:23]1[CH:24]=[CH:25][C:26]2[C:31](=[CH:30][CH:29]=[CH:28][CH:27]=2)[CH:22]=1)[CH:14]([NH2:82])[CH3:16]

Participants

9

Reactant 8

HCID 5460504PhosphoniumHCID 19073648HCID 19073648, compoundHCID 19073669Tert-butyl 2-(3,4-dichlorobenzyl)acetoacetateHCID 21904192Phosphonium, (2-naphthalenylmethyl)triphenyl-, chlorideHCID 540467272-(3,4-Dichlorobenzyl)-1-methyl-4-{3-(3-thienyl)phenyl}-3-butenylamineHCID 54052471HCID 54052471, compoundHCID 54110459HCID 54110459, compoundHCID 73517145HCID 73517145, compound

Product 1

HCID 53831161HCID 53831161, compound

Procedure

The following compounds were prepared in the same manner as in Example 123 except that tert-butyl 2-(3,4-dichlorobenzyl)acetoacetate and/or (2-naphthylmethyl)triphenylphosphonium chloride used as the starting materials in the above reaction were changed to the respective tert-butyl 2-(4-chlorobenzyl)acetoacetate and/or corresponding phosphonium derivatives: (1RS, 2RS, 3E)-4-(2-benzo[b]furanyl)-2-(3,4-dichlorobenzyl)-1-methyl-3-butenylamine, (1RS, 2RS, 3E)-2-(3, 4-dichlorobenzyl)-1-methyl-4-{3-(3-thienyl)phenyl}-3-butenylamine, (1RS, 2RS, 3E)-2-(3,4-dichlorobenzyl)-1-methyl-4-(1-naphthyl)-3-butenylamine and (1RS, 2RS, 3E)-2-(4-chlorobenzyl)-4-(4-chlorophenyl)-1-methyl-3 -butenylamine.

Workup

  1. customused as the starting materials in the above reaction

Sources & evidence

ORD record
ord-b9e43048b31646a1b8ad111cffdb1c61
Source dataset
uspto-grants-1996_01
Patent number
US05488149

Reaction notes

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