Diisopropylamine → Ethyl 2-benzylideneamino-2-ethylhexanoate

HRID 342866

反応式

HRID 342866 の反応式
[CH2:1]([Li])[CH2:2][CH2:3][CH3:4].[CH3:6][CH2:7][CH2:8][CH2:9][CH2:10][CH3:11].C(NC(C)C)(C)C.[CH:19](=[N:26][CH:27]([CH2:33][CH3:34])[C:28]([O:30][CH2:31][CH3:32])=[O:29])C1C=CC=CC=1.C(I)CCC>C1COCC1.O.C(OCC)C>[CH:19](=[N:26][C:27]([CH2:33][CH3:34])([CH2:1][CH2:2][CH2:3][CH3:4])[C:28]([O:30][CH2:31][CH3:32])=[O:29])[C:8]1[CH:7]=[CH:6][CH:11]=[CH:10][CH:9]=1

参加物

8

反応物 5

HCID 7912DiisopropylamineHCID 8058HexaneHCID 10962Butyl iodideHCID 10331026Ethyl 2-benzylideneaminobutyrateHCID 178418339Butyllithium

生成物 1

HCID 10107458Ethyl 2-benzylideneamino-2-ethylhexanoate収率 100%

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒2 回HCID 21584184Diethylether water溶媒

実験手順

A 1.6M solution of n-butyl lithium in hexane (33 mmoles, Aldrich) was added to a solution of diisopropylamine (40 mmoles) in THF (21 ml) at a temperature of 5°-10° C. When addition was complete, the mixture was added to a solution of the product from step (b) (30 mmoles) in THF (20 ml) at a temperature of 5°-10° C. When addition was complete, n-butyl iodide (40 mmoles) was added and the mixture allowed to warm to room temperature. After 20 hours, the mixture was poured into water/diethyl ether (1.1 L/0.5 L) and the organic layer separated, washed with brine (1.1 L), dried and evaporated in vacuo to give the desired product as an amber liquid (100% yield).

後処理

  1. additionWhen addition
  2. additionWhen addition
  3. customthe organic layer separated
  4. washwashed with brine (1.1 L)
  5. customdried
  6. customevaporated in vacuo

出典と根拠

ORDレコード
ord-456d6594309a4628989b501e42d82b3f
出典データセット
uspto-grants-1999_01
特許番号
US05859240

関連ノート

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