Toluene → Diisopropylethylamine

HRID 892925

反応式

[CH3:1]N(CCN(C)C)C.CC[N:11]([CH2:14][CH3:15])[CH2:12][CH3:13].CN(CC)CC.[C:22]1([CH3:28])[CH:27]=CC=CC=1>>[CH:14]([N:11]([CH:22]([CH3:27])[CH3:28])[CH2:12][CH3:13])([CH3:15])[CH3:1]

参加物

反応物 4

HCID 1140Toluene

HCID 8037N,N,N',N'-Tetramethylethylenediamine

HCID 8471Triethylamine

HCID 12022Diethylmethylamine

生成物 1

HCID 81531Diisopropylethylamine

実験手順

Surprisingly, diisopropylethylamine in methylene chloride gave a 59:41 mixture of starting material:2-iodo product (Run #14), and only a trace of the 2-iodo product was observed in toluene under similar conditions. The low solubility of the hydrohalide salts of TMEDA, Et3N and Et2MeN in the above solvents may be responsible for their usefulness as opposed to the poor results with diisopropylethylamine. Precipitation of these hydrohalide salts may remove sufficient acid from the reaction so that the equilibrium is displaced toward product allowing the reaction to proceed to completion.

後処理

additiona 59:41 mixture of starting material

出典と根拠

ORDレコード: ord-ee7ecbde496a44018511101be93ab07d
出典データセット: uspto-grants-1992_06
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US05120847

反応式

参加物

反応物 4

生成物 1

実験手順

後処理

出典と根拠

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