Tetrahydrofuran → HCID 22135205、化合物

HRID 491009ノート

反応式

HRID 491009 の反応式
[CH3:1][CH:2]([CH3:17])[CH2:3][CH2:4][NH:5][C:6]([C:8]1([C:13]([O:15]C)=[O:14])[CH2:12][CH2:11][CH2:10][CH2:9]1)=[O:7].O.[OH-].[Li+].[CH2:21]1COCC1>O.Cl>[CH3:21][CH:9]1[CH2:10][CH2:11][CH2:12][C:8]1([C:6](=[O:7])[NH:5][CH2:4][CH2:3][CH:2]([CH3:17])[CH3:1])[C:13]([OH:15])=[O:14]

参加物

6

反応物 3

HCID 8028TetrahydrofuranHCID 168937Lithium hydroxide, monohydrateHCID 22135199HCID 22135199、化合物

生成物 1

HCID 22135205HCID 22135205、化合物収率 90%

試薬・触媒・溶媒 2

HCID 313Hydrochloric Acid溶媒HCID 962Water溶媒

実験手順

To a solution of methyl 1-[N-(3-methylbutyl)carbamoyl]cyclopentanecarboxylate (820 mg, 3.4 mmol) in 25 mL of THF cooled to 0° C. was added dropwise a solution of lithium hydroxide monohydrate (260 mg, 6.12 mmol) in 5.0 mL of water. The reaction mixture was stirred at rt for 16 h. THF was removed under reduced pressure to give a yellow oil which was diluted with 10 mL of 1N HCl. The aqueous phase was extracted with CH2Cl2 (8×15 mL), and the extracts were combined, dried over Na2SO4, and concentrated to afford 700 mg (90%) of methyl 1-[N-(3-methylbutyl)carbamoyl]-cyclopentanecarboxylic acid as a white solid. MS [M+H]+ 228.

後処理

  1. customTHF was removed under reduced pressure
  2. customto give a yellow oil which
  3. extractionThe aqueous phase was extracted with CH2Cl2 (8×15 mL)
  4. dry with materialdried over Na2SO4
  5. concentrationconcentrated

出典と根拠

ORDレコード
ord-654547e92aad4c70a0ee1fb27740942a
出典データセット
uspto-grants-2009_05
特許番号
US07528249B2

反応ノート

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