Methanol → 2-(4-Chlorobutyl)-1,3-dithiane-2-carboxylic acid

HRID 1803200

反応式

HRID 1803200 の反応式
[Cl:1][CH2:2][CH2:3][CH2:4][CH2:5][C:6]1([C:12]([O:14]CC)=[O:13])[S:11][CH2:10][CH2:9][CH2:8][S:7]1.[Li+].[OH-].CO>C1COCC1.O>[Cl:1][CH2:2][CH2:3][CH2:4][CH2:5][C:6]1([C:12]([OH:14])=[O:13])[S:7][CH2:8][CH2:9][CH2:10][S:11]1

参加物

6

反応物 3

HCID 887MethanolHCID 3939Lithium HydroxideHCID 86649922Ethyl 2-(4-chlorobutyl)-1,3-dithiane-2-carboxylate

生成物 1

HCID 581100162-(4-Chlorobutyl)-1,3-dithiane-2-carboxylic acid収率 81%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

Step AS (2): To a solution of ethyl 2-(4-chlorobutyl)-1,3-dithiane-2-carboxylate (550 mg, 1.94 mmol) in THF (5 mL) was added a solution of LiOH (233 mg, 9.72 mmol) in water (2 mL). Methanol (2 mL) was added and the resulting mixture was stirred at rt for 2 d. The solvents were removed in vacuo. Aqueous 1 N HCl (50 mL) was added. The mixture was extracted with EtOAc (80 mL). The organic layer was washed with water, dried over sodium sulfate, filter, and concentrated in vacuo to afford 2-(4-chlorobutyl)-1,3-dithiane-2-carboxylic acid (400 mg, 1.57 mmol, 81% yield). LC-MS (M+H)+ 253.0. The crude product was used for subsequent chemistry without purification.

後処理

  1. customThe solvents were removed in vacuo
  2. additionAqueous 1 N HCl (50 mL) was added
  3. extractionThe mixture was extracted with EtOAc (80 mL)
  4. washThe organic layer was washed with water
  5. dry with materialdried over sodium sulfate
  6. filtrationfilter
  7. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-203d55182dac483797d0336629fe16b8
出典データセット
uspto-grants-2013_01
特許番号
US08349880B2

関連ノート

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