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

HRID 1804763노트

반응식

HRID 1804763 반응식
[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

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

반응 조건

온도
-20 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-fdbba50777574fc99442d37cf3c29c3a
출처 데이터셋
uspto-grants-2013_01
특허 번호
US08354431B2

반응 노트

불러오는 중…