p-Toluenesulfonic acid → HCID 69600972、化合物

HRID 2215088ノート

反応式

HRID 2215088 の反応式
[O:1]=[C:2]1[N:6]([CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][C:13]#[N:14])[C@@H:5]([CH2:15][O:16]C2CCCCO2)[CH2:4][S:3]1.C1(C)C=CC(S(O)(=O)=O)=CC=1.C(N(CC)CC)C>CCO>[OH:16][CH2:15][C@H:5]1[CH2:4][S:3][C:2](=[O:1])[N:6]1[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][C:13]#[N:14]

参加物

5

反応物 3

HCID 6101p-Toluenesulfonic acidHCID 8471TriethylamineHCID 69601148HCID 69601148、化合物

生成物 1

HCID 69600972HCID 69600972、化合物収率 89.4%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

To a solution of 4-1 (0.97 g, 3.0 mmol) in 10 mL EtOH was added p-toluene sulfonic acid (50 mg) and the resulting solution was stirred overnight at room temperature. Triethylamine (0.1 mL) was added and the solution was concentrated in vacuo. The compound was purified by flash chromatography using 50–80% EtOAc/hexanes to yield 0.65 g of 4-2 as a colorless oil. 1H NMR (400 MHz, CDCl3): δ 3.92–3.73 (m, 3H), 3.68–3.60 (m, 1H), 3.42 (dd, 1H), 3.28 (dd, 1H), 3.10 (m, 1H), 2.37(t, 2H), 1.71–1.46 (m, 6H), 1.39–1.33 (m, 2H); MS (+ESI): m/z 243.1 (M+1)+.

後処理

  1. concentrationthe solution was concentrated in vacuo
  2. customThe compound was purified by flash chromatography

出典と根拠

ORDレコード
ord-6ec3c79fb50d4fe089e24f14dc468379
出典データセット
uspto-grants-2006_09
特許番号
US07109223B2

反応ノート

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