Tetrahydrofuran → 2-(4-bromophenethoxy)tetrahydro-2H-pyran

HRID 1280234ノート

反応式

HRID 1280234 の反応式
[Br:1][C:2]1(OCC)[CH:7]=[CH:6][C:5](O)=[CH:4][CH2:3]1.[O:12]1[CH:17]=[CH:16][CH2:15][CH2:14][CH2:13]1.O.C1(C)C=CC(S(O)(=O)=O)=CC=1.[O:30]1CC[CH2:32][CH2:31]1>O>[O:12]1[CH2:13][CH2:14][CH2:15][CH2:16][CH:17]1[O:30][CH2:31][CH2:32][C:5]1[CH:4]=[CH:3][C:2]([Br:1])=[CH:7][CH:6]=1

参加物

6

反応物 4

HCID 8028TetrahydrofuranHCID 80803,4-dihydro-2H-pyranHCID 521998p-Toluenesulfonic acid monohydrateHCID 673212194-Bromophenetyl alcohol

生成物 1

HCID 133067582-(4-bromophenethoxy)tetrahydro-2H-pyran収率 97%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

A mixture of 15.67 g of 4-bromophenetyl alcohol, 6.88 g of 3,4-dihydro-2H-pyran, a catalytic amount of p-toluenesulfonic acid monohydrate, and 100 ml of tetrahydrofuran was stirred. at room temperature for 24 hours. The reaction mixture was poured into water, and extracted twice with diethyl ether. The diethyl ether layers were combined, washed with saturated aqueous sodium hydrogencarbonate solution and saturated aqueous sodium chloride solution in this order, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure, which afforded 21.5 g (yield, 97%) of 4-(2-(2-tetrahydropyranyloxy)ethyl)-1-bromobenzene, m.p., 93.9° C.

後処理

  1. extractionextracted twice with diethyl ether
  2. washwashed with saturated aqueous sodium hydrogencarbonate solution and saturated aqueous sodium chloride solution in this order
  3. dry with materialdried over anhydrous magnesium sulfate
  4. concentrationconcentrated under reduced pressure, which

出典と根拠

ORDレコード
ord-1892afe4b3534dfa95fddf9519dc8524
出典データセット
uspto-grants-2002_09
特許番号
US06448444B1

反応ノート

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