Trifluoroacetic acid → Trifluoroacetic acid

HRID 408494ノート

反応式

HRID 408494 の反応式
C(OC(=O)[NH:7][C:8]1[S:9][C:10]([CH:13](O)[CH2:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=2[O:21][CH3:22])=[CH:11][N:12]=1)(C)(C)C.C([SiH](CC)CC)C.[F:32][C:33]([F:38])([F:37])[C:34]([OH:36])=[O:35]>ClCCl>[CH3:22][O:21][C:16]1[CH:17]=[CH:18][CH:19]=[CH:20][C:15]=1[CH2:14][CH2:13][C:10]1[S:9][C:8]([NH2:7])=[N:12][CH:11]=1.[F:32][C:33]([F:38])([F:37])[C:34]([OH:36])=[O:35]

参加物

6

反応物 3

HCID 6422Trifluoroacetic acidHCID 12052TriethylsilaneHCID 58609916{5-[1-Hydroxy-2-(2-methoxy-phenyl)-ethyl]-thiazol-2-yl}-carbamic acid tert-butyl ester

生成物 2

HCID 6422Trifluoroacetic acid収率 42%HCID 867128295-[2-(2-Methoxy-phenyl)-ethyl]-thiazol-2-ylamine

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

A mixture of {5-[1-Hydroxy-2-(2-methoxy-phenyl)-ethyl]-thiazol-2-yl}-carbamic acid tert-butyl ester (28 g, 0.080 mol), triethylsilane (130 g, 1.12 mol) and trifluoroacetic acid (250 g, 2.24 mol) in dichloromethane (500 mL) was stirred at room temperature for 15 hours. The mixture was evaporated to dryness and then stirred in water. The solid was filtered and washed with ether to give 5-[2-(2-Methoxy-phenyl)-ethyl]-thiazol-2-ylamine as a trifluoracetic acid salt (11 g, 0.033 mol, yield 42%). ESI-MS m/z cacl. 234.08. found 235.16 (M+1)+ 1H NMR (CDCl3) δ 8.81 (br, 2H), 7.20 (t, 1H), 7.12 (d, 1H), 6.95 (m, 2H), 6.85 (t, 1H), 3.76 (s, 3H), 2.83 (d, 2H), 2.80 (d, 2H).

後処理

  1. customThe mixture was evaporated to dryness
  2. stirringstirred in water
  3. filtrationThe solid was filtered
  4. washwashed with ether

出典と根拠

ORDレコード
ord-2e5b832b264c43ff8e8bfb454de3c6a7
出典データセット
uspto-grants-2014_06
特許番号
US08759335B2

反応ノート

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