Water → HCID 131721853、化合物

HRID 1421137ノート

反応式

HRID 1421137 の反応式
C([Li])CCC.[CH3:6][C:7]([C:11]1([C:16]([CH3:20])([CH3:19])[CH2:17][CH3:18])[CH:15]=[CH:14][CH:13]=[CH:12]1)([CH3:10])[CH2:8][CH3:9].S(C1C=CC(C)=CC=1)(O[CH2:25][CH2:26][N:27]([CH3:29])[CH3:28])(=O)=O.O>CCCCCC.O1CCCC1.O1CCCC1.CCCCCC>[CH3:28][N:27]([CH2:26][CH2:25][C:15]1[C:11]([C:16]([CH3:19])([CH3:20])[CH2:17][CH3:18])([C:7]([CH3:6])([CH3:10])[CH2:8][CH3:9])[CH:12]=[CH:13][CH:14]=1)[CH3:29]

参加物

8

反応物 4

HCID 962WaterHCID 109557742-(dimethylamino)ethyl 4-methylbenzenesulfonateHCID 131721854HCID 131721854、化合物HCID 178418339Butyllithium

生成物 1

HCID 131721853HCID 131721853、化合物

試薬・触媒・溶媒 3

HCID 8028Tetrahydrofuran溶媒HCID 8058Hexane溶媒HCID 21883165Tetrahydrofuran hexane溶媒

実験手順

Twenty-five mL of a 1.6 molar solution of n-butyllithium in hexane was added dropwise to a cooled (0° C. ) solution of di-(1,1-dimethyl-propyl)cyclopentadiene (8.25 g; 40.0 mmol) in dry tetrahydrofuran (125 ml) under a nitrogen atmosphere in a 250 mL three-necked round-bottomed flask provided with a magnetic stirrer and a dropping funnel. After 24 hours of stirring at room temperature, a solution of 2-dimethylaminoethyl tosylate (40.0 mmol) prepared in situ in tetrahydrofuran/hexane was added. After 18 hours of stirring, the conversion was found to be 91%, and water (100 mL) was carefully added dropwise to the reaction mixture and the tetrahydrofuran was then distilled off. The crude product was extracted with ether, and the combined organic phase was then dried with sodium sulphate, and boiled down. The residue was purified on a silica gel column, which resulted in 9.1 grams (82%) of (dimethyl-aminoethyl)di(1,1-dimethyl-propyl)cyclopentadiene.

後処理

  1. customprovided with a magnetic stirrer and a dropping funnel
  2. additionwas added
  3. stirringAfter 18 hours of stirring
  4. additionwas carefully added dropwise to the reaction mixture
  5. distillationthe tetrahydrofuran was then distilled off
  6. extractionThe crude product was extracted with ether
  7. dry with materialthe combined organic phase was then dried with sodium sulphate
  8. customThe residue was purified on a silica gel column, which
  9. customresulted in 9.1 grams (82%) of (dimethyl-aminoethyl)di(1,1-dimethyl-propyl)cyclopentadiene

出典と根拠

ORDレコード
ord-863a0f6d5fec4403a4cdec1b4f6a702e
出典データセット
uspto-grants-2000_06
特許番号
US06072067

反応ノート

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