Hexane → [2-(1-Benzenesulfonyl-cyclohex-2-enyl)-ethoxymethyl]-benzene

HRID 1804763ノート

反応式

HRID 1804763 の反応式
[CH:1]1([S:7]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)(=[O:9])=[O:8])[CH2:6][CH2:5][CH2:4][CH:3]=[CH:2]1.[Li]CCCC.[CH3:21][CH2:22][CH2:23][CH2:24][CH2:25][CH3:26].C([CH:34](Br)[CH2:35][O:36][CH2:37]C(Br)CC1C=CC=CC=1)C1C=CC=CC=1>C1COCC1>[C:10]1([S:7]([C:1]2([CH2:34][CH2:35][O:36][CH2:37][C:23]3[CH:22]=[CH:21][CH:26]=[CH:25][CH:24]=3)[CH2:6][CH2:5][CH2:4][CH:3]=[CH:2]2)(=[O:8])=[O:9])[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

参加物

6

反応物 4

HCID 8058HexaneHCID 4622731(2-Cyclohexen-1-ylsulfonyl)benzeneHCID 57064374Benzyl 2-bromoethyletherHCID 178418339Butyllithium

生成物 1

HCID 59152663[2-(1-Benzenesulfonyl-cyclohex-2-enyl)-ethoxymethyl]-benzene

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
-20 °C

実験手順

Cyclohex-2-enesulfonyl-benzene (7) (10 g, 45 mmol) is dissolved in 450 ml of dry THF and cooled down to −20° C. Then 1.6 M BuLi in Hexane (30.9 ml, 49.5 mmol) is added and stirred for 15 min. After addition of benzyl 2-bromoethylether (8.5 ml, 54 mmol) the mixture is stirred for 1 h at 0° C. Then the mixture is evaporated to dryness. The residue is treated with ice/1M HCl and extracted twice with ether. The combined organic layers are dried over Na2SO4 and evaporated under educed pressure. The product is used in the next step without further purification.

後処理

  1. stirringis stirred for 1 h at 0° C
  2. customThen the mixture is evaporated to dryness
  3. additionThe residue is treated with ice/1M HCl
  4. extractionextracted twice with ether
  5. dry with materialThe combined organic layers are dried over Na2SO4
  6. customevaporated under educed pressure
  7. customThe product is used in the next step without further purification

出典と根拠

ORDレコード
ord-fdbba50777574fc99442d37cf3c29c3a
出典データセット
uspto-grants-2013_01
特許番号
US08354431B2

反応ノート

読み込み中…