Chloromethyl Methyl Ether → Methyl 2-(1-tert-Butoxycarbonylpiperidin-4-yloxy)-4-(methoxymethoxy)benzoate

HRID 644293ノート

反応式

HRID 644293 の反応式
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([O:14][C:15]2[CH:24]=[C:23]([OH:25])[CH:22]=[CH:21][C:16]=2[C:17]([O:19][CH3:20])=[O:18])[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].C(=O)([O-])[O-].[K+].[K+].[CH3:32][O:33][CH2:34]Cl>CN(C=O)C>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([O:14][C:15]2[CH:24]=[C:23]([O:25][CH2:32][O:33][CH3:34])[CH:22]=[CH:21][C:16]=2[C:17]([O:19][CH3:20])=[O:18])[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

参加物

5

反応物 3

HCID 7864Chloromethyl Methyl Ether2 回HCID 11430Potassium CarbonateHCID 68532897Methyl 2-(1-tert-Butoxycarbonylpiperidin-4-yloxy)-4-hydroxybenzoate

生成物 1

HCID 68535509Methyl 2-(1-tert-Butoxycarbonylpiperidin-4-yloxy)-4-(methoxymethoxy)benzoate収率 96.4%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

Methyl 2-(1-tert-butoxycarbonylpiperidin-4-yloxy)-4-hydroxybenzoate (9.13 g, 26.0 mmol) was dissolved in DMF. Potassium carbonate (7.19 g, 52.0 mmol) was added, followed by methoxymethyl chloride (2.51 g, 31.2 mmol), and the reaction was stirred at room temperature under a drying tube for 24 h. An additional 1.2 eq of methoxymethyl chloride was added and the reaction stirred an additional 48 h. The DMF was removed in vacuo. The residue was dissolved in ethyl acetate, washed with water, dried, and the solvent was removed in vacuo to give 9.91 g (96.2%) of a viscous oil.

後処理

  1. stirringthe reaction stirred an additional 48 h
  2. customThe DMF was removed in vacuo
  3. dissolutionThe residue was dissolved in ethyl acetate
  4. washwashed with water
  5. customdried
  6. customthe solvent was removed in vacuo

出典と根拠

ORDレコード
ord-88a01cbd42274191ab02e8fa7a136112
出典データセット
uspto-grants-2010_04
特許番号
US07700628B2

反応ノート

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