Tetrahydrofuran → HCID 59093773、化合物

HRID 2181606ノート

反応式

HRID 2181606 の反応式
[BH4-].[Na+].C1COCC1.[CH:8]([C:10]1[Se:11][C:12]([C:15]2[Se:16][C:17]([C:20]3[Se:21][C:22]([CH:25]=[O:26])=[CH:23][CH:24]=3)=[CH:18][CH:19]=2)=[CH:13][CH:14]=1)=[O:9]>C(OCC)(=O)C>[OH:26][CH2:25][C:22]1[Se:21][C:20]([C:17]2[Se:16][C:15]([C:12]3[Se:11][C:10]([CH2:8][OH:9])=[CH:14][CH:13]=3)=[CH:19][CH:18]=2)=[CH:24][CH:23]=1

参加物

5

反応物 3

HCID 8028TetrahydrofuranHCID 4311764Sodium borohydrideHCID 59093769HCID 59093769、化合物

生成物 1

HCID 59093773HCID 59093773、化合物収率 98%

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

実験手順

NaBH4 (10 mg) was added to a THF solution (2 mL) containing 2,5″-diformyl-5,2′:5′,2″-terselenophene (15 mg) and stirred at room temperature for 5 h. The reaction solution was diluted with ethyl acetate (50 mL), washed with 2N HCl (5 mL), and washed with H2O (3×100 mL). The organic layer was separated, dried over MgSO4, filtered, and the solvent was removed under vacuum. The residue was chromatographed over silica gel using (1:1) hexanes/ethyl acetate to afford 2,5″-dihydroxymethyl-5,2′:5′,2″-terselenophene in 98% yield.

後処理

  1. washwashed with 2N HCl (5 mL)
  2. washwashed with H2O (3×100 mL)
  3. customThe organic layer was separated
  4. dry with materialdried over MgSO4
  5. filtrationfiltered
  6. customthe solvent was removed under vacuum
  7. customThe residue was chromatographed over silica gel using (1:1) hexanes/ethyl acetate

出典と根拠

ORDレコード
ord-36bdeb8561c24252832daf84162e2ec9
出典データセット
uspto-grants-2005_05
特許番号
US06894039B2

反応ノート

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