2-Mesitylenesulfonyl chloride → N,O-Bis(2,4,6-trimethylbenzenesulfonyl)-4-piperidineethanol

HRID 1419212

反応式

HRID 1419212 の反応式
[C:1]1([CH3:13])[CH:6]=[C:5]([CH3:7])[CH:4]=[C:3]([CH3:8])[C:2]=1[S:9](Cl)(=[O:11])=[O:10].[NH:14]1[CH2:19][CH2:18][CH:17]([CH2:20][CH2:21][OH:22])[CH2:16][CH2:15]1>N1C=CC=CC=1>[CH3:13][C:1]1[CH:6]=[C:5]([CH3:7])[CH:4]=[C:3]([CH3:8])[C:2]=1[S:9]([N:14]1[CH2:19][CH2:18][CH:17]([CH2:20][CH2:21][O:22][S:9]([C:2]2[C:3]([CH3:8])=[CH:4][C:5]([CH3:7])=[CH:6][C:1]=2[CH3:13])(=[O:11])=[O:10])[CH2:16][CH2:15]1)(=[O:11])=[O:10]

参加物

4

反応物 2

HCID 130462-Mesitylenesulfonyl chlorideHCID 739534-Piperidineethanol

生成物 1

HCID 10074447N,O-Bis(2,4,6-trimethylbenzenesulfonyl)-4-piperidineethanol

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒2 回

実験手順

2-Mesitylenesulfonyl chloride (24.78 g, 0.113 mol) in pyridine (60 ml) was added all at once to 4-piperidineethanol (5.58 g, 43.2 mmol) in pyridine (25 ml) at -16° C.; the temperature rose to -11° C. The flask was stored in the refrigerator at 5.5° C. for 44 hours under argon. The reaction mixture was poured into ice (1 kg) and after 3 hours, 16.00 g (75%) of (2) as a yellow solid was filtered off: mp 93.5°-94° C.; NMR (CDCl3 /TMS) δ 1.4-2.1 (m, 7H), 2.27 (s, 6H), 2.44-2.96 (m+s, 14H), 3.37-3.69 (m, 2H), 3.97 (t, 2H, J=5), 6.90 and 6.93 (2s, 4H). Anal. calcd. for C25H35NO5S5 : C-60.82, H-7.15, N-2.84. Found: C-60.90, H-7.13, N2.85.

後処理

  1. customrose to -11° C
  2. filtration16.00 g (75%) of (2) as a yellow solid was filtered off

出典と根拠

ORDレコード
ord-9173442efaab4832911b8c70d56a386e
出典データセット
uspto-grants-1999_03
特許番号
US05886051

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