Triethylamine → HCID 21997124、化合物

HRID 703765ノート

反応式

HRID 703765 の反応式
[O:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]1[O:7][C:8]1[CH:15]=[CH:14][C:11]([CH2:12][OH:13])=[CH:10][CH:9]=1.C(N(CC)CC)C.[C:23](Cl)(=[O:27])[C:24]([CH3:26])=[CH2:25]>C(Cl)Cl.C(OCC)C>[C:23]([O:13][CH2:12][C:11]1[CH:10]=[CH:9][C:8]([O:7][CH:2]2[CH2:3][CH2:4][CH2:5][CH2:6][O:1]2)=[CH:15][CH:14]=1)(=[O:27])[C:24]([CH3:26])=[CH2:25]

参加物

6

反応物 3

HCID 8471TriethylamineHCID 13528Methacryloyl chlorideHCID 11413119Benzenemethanol, 4-[(tetrahydro-2H-pyran-2-yl)oxy]-

生成物 1

HCID 21997124HCID 21997124、化合物収率 8.8%

試薬・触媒・溶媒 2

HCID 3283Diethyl Ether溶媒HCID 6344Dichloromethane溶媒

実験手順

To a stirred solution of 62.4 g (0.3 mol) of 4-tetrahydropyranyloxy benzyl alcohol and 58.5 mL of triethylamine in 225 mL of methylene chloride and 225 mL of diethyl ether cooled in an ice bath was added dropwise 31.9 mL (0.33 mol) of methacrylyl chloride at a rate such that the temperature did not exceed 30° C. After 3.5 hr, the mixture was filtered, and the filtrate was evaporated. The residual oil was treated with ether and triethylamine and washed with water. The organic layer was dried (sodium sulfate) and evaporated to a yellow oil, which, on standing, gradually crystallized. The crystals were rinsed with a small amount of methanol to give 7.3 g of colorless crystals, m.p. 36-36.7° C. The product can be recrystallized from hexane at low temperature. 1H NMR (360 MHz, THF-d8): 1.5-1.82 (m's, 6H, CH2), 1.90 (m, 3H, CH3C=), 3.5 (m, 1H, OCH 2), 3.8 (m, 1H, OCH2), 5.07 (s, 2H, ArCH2OOC), 5.40 (t, J=3, 1H, OCHO), 5.52 (m, 1H, =CH), 6.05 (m, 1H, =CH), 7.0 (m, 2H, ArH), 7.27 (m, 2H, ArH).

後処理

  1. customdid not exceed 30° C
  2. filtrationthe mixture was filtered
  3. customthe filtrate was evaporated
  4. additionThe residual oil was treated with ether and triethylamine
  5. washwashed with water
  6. dry with materialThe organic layer was dried (sodium sulfate)
  7. customevaporated to a yellow oil, which
  8. customgradually crystallized
  9. washThe crystals were rinsed with a small amount of methanol

出典と根拠

ORDレコード
ord-15f8b1fa39f74c9c831adb7c6a6d369a
出典データセット
uspto-grants-1991_01
特許番号
US04985332

反応ノート

読み込み中…