Triethylamine → Naphthalen-1-ylthiocarbamic acid O-(4-hydroxymethyl-5-oxo-2,3,4,5-tetrahydrobenzo[b]thiepin-4-ylmethyl)ester

HRID 2265822ノート

反応式

HRID 2265822 の反応式
[OH:1][CH2:2][C:3]1([CH2:15][OH:16])[CH2:9][CH2:8][S:7][C:6]2[CH:10]=[CH:11][CH:12]=[CH:13][C:5]=2[C:4]1=[O:14].C(N(CC)CC)C.[C:24]1([N:34]=[C:35]=[S:36])[C:33]2[C:28](=[CH:29][CH:30]=[CH:31][CH:32]=2)[CH:27]=[CH:26][CH:25]=1>O1CCCC1>[OH:16][CH2:15][C:3]1([CH2:2][O:1][C:35](=[S:36])[NH:34][C:24]2[C:33]3[C:28](=[CH:29][CH:30]=[CH:31][CH:32]=3)[CH:27]=[CH:26][CH:25]=2)[CH2:9][CH2:8][S:7][C:6]2[CH:10]=[CH:11][CH:12]=[CH:13][C:5]=2[C:4]1=[O:14]

参加物

5

反応物 3

HCID 8471TriethylamineHCID 110801-Naphthyl IsothiocyanateHCID 670733654,4-bis(hydroxymethyl)-3,4-dihydro-2H-benzo[b]thiepin-5-one

生成物 1

HCID 86633680Naphthalen-1-ylthiocarbamic acid O-(4-hydroxymethyl-5-oxo-2,3,4,5-tetrahydrobenzo[b]thiepin-4-ylmethyl)ester

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of 4,4-bis(hydroxymethyl)-3,4-dihydro-2H-benzo[b]thiepin-5-one (476 mg, 2.0 mmol) in 15 ml of tetrahydrofuran were added, at room temperature, triethylamine (0.31 ml, 2.2 mmol) and 1-naphthyl isothiocyanate (407 mg, 2.2 mmol). The mixture was heated to reflux for 24 hours, concentrated and purified by column chromatography on silica gel (eluent: 1:19 tert-butyl methyl ether/dichloromethane). The product was obtained in a yield of 87 mg (9%).

後処理

  1. temperatureThe mixture was heated
  2. temperatureto reflux for 24 hours
  3. concentrationconcentrated
  4. custompurified by column chromatography on silica gel (eluent: 1:19 tert-butyl methyl ether/dichloromethane)
  5. customThe product was obtained in a yield of 87 mg (9%)

出典と根拠

ORDレコード
ord-d48719be533e47c4833b8ea70fcf3461
出典データセット
uspto-grants-2010_12
特許番号
US07858613B2

反応ノート

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