Pyrrolidine → 4-(Pyrrolidine-1-sulfonyl)benzoic acid

HRID 72974

反応式

HRID 72974 の反応式
Cl[S:2]([C:5]1[CH:13]=[CH:12][C:8]([C:9]([OH:11])=[O:10])=[CH:7][CH:6]=1)(=[O:4])=[O:3].[NH:14]1[CH2:18][CH2:17][CH2:16][CH2:15]1>ClCCl>[N:14]1([S:2]([C:5]2[CH:13]=[CH:12][C:8]([C:9]([OH:11])=[O:10])=[CH:7][CH:6]=2)(=[O:4])=[O:3])[CH2:18][CH2:17][CH2:16][CH2:15]1

参加物

4

反応物 2

HCID 31268PyrrolidineHCID 823854-(Chlorosulfonyl)benzoic acid

生成物 1

HCID 7636514-(Pyrrolidine-1-sulfonyl)benzoic acid収率 30.2%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

To a solution of 4-chlorosulfonylbenzoic acid (2 g, 9.07 mmol) in dichloromethane (10 mL) was added a solution of pyrrolidine (1.29 g, 1.51 mL, 18.1 mmol) in dichloromethane (10 mL) and the reaction mixture was stirred at room temperature for 24 hours. The reaction mixture was filtered and the white solid obtained was washed with water (50 ml) and diethyl ether (10 ml) and dried under vacuum to give 4-pyrrolidin-1-ylsulfonylbenzoic acid (700 mg, 30%). ESI-MS m/z calc. 255.0. Found 256.3 (M+1)+; Retention time: 1.18 minutes (3 min run); 1H NMR (400 MHz, DMSO) δ 13.49 (s, 1H), 8.15 (d, J=8.5 Hz, 2H), 7.92 (d, J=8.5 Hz, 2H), 3.17 (t, J=6.7 Hz, 4H), 1.65 (t, J=6.7 Hz, 4H).

後処理

  1. filtrationThe reaction mixture was filtered
  2. customthe white solid obtained
  3. washwas washed with water (50 ml) and diethyl ether (10 ml)
  4. customdried under vacuum

出典と根拠

ORDレコード
ord-0485f254a93b4844907c5f29d2a44550
出典データセット
uspto-grants-2014_09
特許番号
US08828996B2

関連ノート

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