Methyl 5-phenylthiophene-3-carboxylate → (5-Phenylthiophen-3-yl)methanol

HRID 915693

反応式

HRID 915693 の反応式
C[O:2][C:3]([C:5]1[CH:9]=[C:8]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[S:7][CH:6]=1)=O>O1CCCC1>[C:10]1([C:8]2[S:7][CH:6]=[C:5]([CH2:3][OH:2])[CH:9]=2)[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

参加物

3

反応物 1

HCID 819151Methyl 5-phenylthiophene-3-carboxylate

生成物 1

HCID 12941346(5-Phenylthiophen-3-yl)methanol収率 95.5%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

反応条件

温度
0 °C

実験手順

Prepare a solution of 5-phenylthiophene-3-carboxylic acid methyl ester (500 mg, 2.29 mmol) in tetrahydrofuran (30 mL) and cool to 0° C. under nitrogen. Slowly add LiAl4 (1 M in tetrahydrofuran). After stirring for 1 hour at 0° C., quench the reaction with water, filter through Celite®, and rinse with ethyl acetate. Concentrate the filtrate to afford 416 mg of (5-phenylthiophene-3-yl)methanol as a white solid. 1H NMR (CDCl3) δ7.60-7.61 (m, 2H), 7.25-7.37 (m, 4H), 7.16 (s, 1H), 4.69 (d, J=2 Hz, 2H), 1.58 μm, 1H).

後処理

  1. customquench
  2. customthe reaction with water
  3. filtrationfilter through Celite®
  4. washrinse with ethyl acetate
  5. concentrationConcentrate the filtrate

出典と根拠

ORDレコード
ord-3b5122809e474dadacf3c203fa3e6058
出典データセット
uspto-grants-2007_09
特許番号
US07265246B2

関連ノート

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