Sodium borohydride → 5-Methyl-3-phenylhexan-2-ol

HRID 30368ノート

反応式

HRID 30368 の反応式
[CH3:1][CH:2]([CH3:14])[CH2:3][CH:4]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:5](=[O:7])[CH3:6].[BH4-].[Na+]>CO>[CH3:1][CH:2]([CH3:14])[CH2:3][CH:4]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[CH:5]([OH:7])[CH3:6]

参加物

4

反応物 2

HCID 4311764Sodium borohydrideHCID 131565125-Methyl-3-phenylhexan-2-one

生成物 1

HCID 222704255-Methyl-3-phenylhexan-2-ol

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

A solution of 66 mg (0.345 mmol) of 5-methyl-3-phenyl-2-hexanone in 1 mL MeOH was treated with 16 mg sodium borohydride. After 1.5 h, the reaction was quenched with 1.2 N HCl and concentrated. The residue was partitioned between EtOAc and water. The organic layer was washed with brine, dried and concentrated to yield the crude title compound which was used without purification. 1H NMR: (500 MHz, CDCl3): δ 0.88 (2d, 6H), 1.0-1.8 (m, 4H), 1.2 (d, 3H), 2.64 (m, 1H), 3.9 (m, 1H), 7.2-7.4 (m, 5H).

後処理

  1. customthe reaction was quenched with 1.2 N HCl
  2. concentrationconcentrated
  3. customThe residue was partitioned between EtOAc and water
  4. washThe organic layer was washed with brine
  5. customdried
  6. concentrationconcentrated

出典と根拠

ORDレコード
ord-a6016c55565c4af297eb3134d62b2a91
出典データセット
uspto-grants-2008_09
特許番号
US07423067B2

反応ノート

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