Dibah → (2-Bromo-4-fluorobenzo[d]thiazol-6-yl)methanol

HRID 1671784ノート

反応式

HRID 1671784 の反応式
[Br:1][C:2]1[S:3][C:4]2[CH:10]=[C:9]([C:11](OC)=[O:12])[CH:8]=[C:7]([F:15])[C:5]=2[N:6]=1.CC(C[Al]CC(C)C)C>C1(C)C=CC=CC=1.C1COCC1>[Br:1][C:2]1[S:3][C:4]2[CH:10]=[C:9]([CH2:11][OH:12])[CH:8]=[C:7]([F:15])[C:5]=2[N:6]=1

参加物

5

反応物 2

HCID 16682954DibahHCID 57527206HCID 57527206、化合物

生成物 1

HCID 57527173(2-Bromo-4-fluorobenzo[d]thiazol-6-yl)methanol収率 89.2%

試薬・触媒・溶媒 2

HCID 1140Toluene溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of methyl 2-bromo-4-fluorobenzo[d]thiazole-6-carboxylate (0.335 g, 1.15 mmol) in toluene (10 mL) and THF (5 mL) was added Dibal-H (4.8 mL, 4.8 mmol) at −78° C. over 10 min. The resulting mixture was allowed to warm to rt and stirred at rt for 3 hr before it was poured into ice cold water (100 mL). The mixture was stirred at rt for 30 min and then filtered through Celite® 545. The organic layer was separated and the aqueous layer was extracted twice with AcOEt. The combined organic phase was dried over anhydrous MgSO4 and concentrated under vacuum. Evaporation of solvent under vacuum gave the title compound (0.269 g, 89% yield) as a white solid.

後処理

  1. stirringThe mixture was stirred at rt for 30 min
  2. filtrationfiltered through Celite® 545
  3. customThe organic layer was separated
  4. extractionthe aqueous layer was extracted twice with AcOEt
  5. dry with materialThe combined organic phase was dried over anhydrous MgSO4
  6. concentrationconcentrated under vacuum
  7. customEvaporation of solvent under vacuum

出典と根拠

ORDレコード
ord-3b4e067691c24877be1b550579f1a7e2
出典データセット
uspto-grants-2011_08
特許番号
US07994337B2

反応ノート

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