Ethyl Acetate → (4-Benzyloxy-5'-isopropyl-2'-methoxy-biphenyl-2-yl)-methanol

HRID 604189ノート

反応式

HRID 604189 の反応式
[CH2:1]([O:8][C:9]1[CH:10]=[C:11]([CH:26]=[O:27])[C:12]([C:15]2[CH:20]=[C:19]([CH:21]([CH3:23])[CH3:22])[CH:18]=[CH:17][C:16]=2[O:24][CH3:25])=[CH:13][CH:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[BH4-].[Na+].[Cl-].[NH4+].C(OCC)(=O)C>C(O)C>[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2[CH:20]=[C:19]([CH:21]([CH3:22])[CH3:23])[CH:18]=[CH:17][C:16]=2[O:24][CH3:25])=[C:11]([CH2:26][OH:27])[CH:10]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

参加物

6

反応物 4

HCID 8857Ethyl AcetateHCID 25517Ammonium ChlorideHCID 4311764Sodium borohydrideHCID 866269194-Benzyloxy-5'-isopropyl-2'-methoxy-biphenyl-2-carbaldehyde

生成物 1

HCID 67087233(4-Benzyloxy-5'-isopropyl-2'-methoxy-biphenyl-2-yl)-methanol収率 108%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

4-Benzyloxy-5′-isopropyl-2′-methoxy-biphenyl-2-carbaldehyde (1.16 g) is dissolved in ethanol (15 ml) and thereto is added sodium borohydride (122 mg) and the mixture is stirred at room temperature for 10 minutes. Thereto are added a saturated aqueous ammonium chloride solution and ethyl acetate, and the mixture is separated, and the organic layer is washed with a saturated brine, dried over magnesium sulfate, and concentrated under reduced pressure to give (4-benzyloxy-5′-isopropyl-2′-methoxy-biphenyl-2-yl)-methanol (1.26 g). MS (m/z): 345

後処理

  1. customthe mixture is separated
  2. washthe organic layer is washed with a saturated brine
  3. dry with materialdried over magnesium sulfate
  4. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-12a5013d06f84f19a62d4febc8ff8916
出典データセット
uspto-grants-2011_03
特許番号
US07906517B2

反応ノート

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