Hydrochloric Acid → (2-Iodo-5-(trifluoromethyl)phenyl)methanol

HRID 1994501ノート

反応式

HRID 1994501 の反応式
[I:1][C:2]1[CH:9]=[CH:8][C:7]([C:10]([F:13])([F:12])[F:11])=[CH:6][C:3]=1[CH:4]=[O:5].[BH4-].[Na+].Cl>C1COCC1.O>[I:1][C:2]1[CH:9]=[CH:8][C:7]([C:10]([F:12])([F:13])[F:11])=[CH:6][C:3]=1[CH2:4][OH:5]

参加物

6

反応物 3

HCID 313Hydrochloric AcidHCID 4311764Sodium borohydrideHCID 716509062-Iodo-5-(trifluoromethyl)benzaldehyde

生成物 1

HCID 23160665(2-Iodo-5-(trifluoromethyl)phenyl)methanol

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

An alternative procedure is as follows: To a solution of 2-Iodo-5-(trifluoromethyl)benzaldehyde (EXAMPLE 80, Step A, 9 g) in THF (100 mL) and water (10 mL) at 0° C. was added NaBH4 (0.5 g). The reaction was stirred 30 minutes. To the reaction mixture was added dilute aqueous HCl (cautiously). The mixture was extracted with ether and the ether layer was washed with water, then brine. The ether layer was then dried over anhydrous MgSO4, filtered and concentrated. The material is chromatographed on SiO2 using a step gradient of 1:3 CH2Cl2/hexanes, then 1:1 CH2Cl2/hexanes, then 100% CH2Cl2 to afford [2-iodo-5-(trifluoromethyl)phenyl]methanol as a white solid.

後処理

  1. extractionThe mixture was extracted with ether
  2. washthe ether layer was washed with water
  3. dry with materialThe ether layer was then dried over anhydrous MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customThe material is chromatographed on SiO2 using a step gradient of 1:3 CH2Cl2/hexanes

出典と根拠

ORDレコード
ord-0e68aac6d87f4764bb14a7dd2824286c
出典データセット
uspto-grants-2010_01
特許番号
US07652049B2

反応ノート

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