1-Dodecanol → [1,1':3',1"-Terphenyl]-2'-yl[(dodecyloxy)sulfonyl]carbamate

HRID 5643

反応式

HRID 5643 の反応式
Cl[S:2]([NH:5][C:6](=[O:26])[O:7][C:8]1[C:13]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=[CH:12][CH:11]=[CH:10][C:9]=1[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)(=[O:4])=[O:3].[CH2:27]([OH:39])[CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH3:38].C(N(CC)CC)C>C1COCC1>[C:20]1([C:9]2[CH:10]=[CH:11][CH:12]=[C:13]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[C:8]=2[O:7][C:6](=[O:26])[NH:5][S:2]([O:39][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH3:38])(=[O:4])=[O:3])[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1

参加物

5

反応物 3

HCID 81931-DodecanolHCID 8471TriethylamineHCID 10572313[1,1':3',1"-Terphenyl]-2'-yl(chlorosulfonyl)carbamate

生成物 1

HCID 15233160[1,1':3',1"-Terphenyl]-2'-yl[(dodecyloxy)sulfonyl]carbamate収率 42.5%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

A solution of [1,1':3',1"-terphenyl]-2'-yl (chlorosulfonyl)carbamate (5.0 g, 12.9 mmoles) in 75 mL THF was added dropwise to a solution of n-dodecyl alcohol (2.4 g, 12.9 mmoles) and triethylamine (1.3 g, 12.9 mmoles) in 100 mL THF at ~15° C. under an atmosphere of N2. The mixture was allowed to warm to room temperature for 16 hours, then concentrated in vacuo and partitioned between H2O and EtOAc. The EtOAc layer was dried with MgSO4 and evaporated to give a white solid. Chromatography (SiO2, 10% EtOAc/hexanes) gave 2.95 g of the title compound, mp 124°-126° C.

後処理

  1. concentrationconcentrated in vacuo
  2. custompartitioned between H2O and EtOAc
  3. dry with materialThe EtOAc layer was dried with MgSO4
  4. customevaporated
  5. customto give a white solid

出典と根拠

ORDレコード
ord-77906ee1bea24ed3b1e739a1dc11b691
出典データセット
uspto-grants-1993_09
特許番号
US05245068

関連ノート

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