Tetrahydrofuran → HCID 462612、化合物

HRID 743092ノート

反応式

HRID 743092 の反応式
C(N(CC)CC)C.[CH:8]1([C:11](Cl)=[O:12])[CH2:10][CH2:9]1.[OH:14][CH2:15][C:16]1[S:17][S:18][C:19]([CH2:22][OH:23])=[CH:20][CH:21]=1.S1C=CC=CS1.[O:30]1[CH2:34][CH2:33][CH2:32][CH2:31]1>CCOCC>[CH:8]1([C:11]([O:14][CH2:15][C:16]2[S:17][S:18][C:19]([CH2:22][O:23][C:34]([CH:33]3[CH2:31][CH2:32]3)=[O:30])=[CH:20][CH:21]=2)=[O:12])[CH2:10][CH2:9]1

参加物

7

反応物 5

HCID 8028Tetrahydrofuran2 回HCID 8471TriethylamineHCID 77637Cyclopropanecarbonyl chlorideHCID 462608[6-(Hydroxymethyl)dithiin-3-yl]methanolHCID 120445651,2-Dithiin

生成物 1

HCID 462612HCID 462612、化合物

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒

実験手順

To a stirred solution of triethylamine (0.30 mL) in tetrahydrofuran (2.0 mL) at 0° C. was added dropwise cyclopropanecarbonyl chloride (0.10 mL) followed by the addition of 3,6-bis(hydroxymethyl)-1,2-dithiin, Dithiin A (20 mg, 0.113 mmol) in tetrahydrofuran (1.0 mL). After stirring in the dark at room temperature overnight the mixture was diluted with ether (20 mL) and partitioned between 1.0M H3PO4 (80 mL) and diethyl ether (30 mL). The diethyl ether layer was washed with saturated NaHCO3 (100 mL), dried (Na2SO4), and evaporated to give a red oil (31.5 mg): 1H NMR (CDCl3) δ6.38 (s, 2H), 4.71 (s, 4H), 1.67 (m, 2H), 1.04 (m, 4H), 0.92 (m, 4H).

後処理

  1. custompartitioned between 1.0M H3PO4 (80 mL) and diethyl ether (30 mL)
  2. washThe diethyl ether layer was washed with saturated NaHCO3 (100 mL)
  3. dry with materialdried (Na2SO4)
  4. customevaporated

出典と根拠

ORDレコード
ord-29a21e21d3714fc7849276b899627a55
出典データセット
uspto-grants-1996_09
特許番号
US05556875

反応ノート

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