Sodium borohydride → (3-(8-(1,3-Dioxolan-2-yl)octyloxy)phenyl)(phenyl)methanol

HRID 332647

反応式

HRID 332647 の反応式
[O:1]1[CH2:5][CH2:4][O:3][CH:2]1[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][O:14][C:15]1[CH:16]=[C:17]([C:21]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)=[O:22])[CH:18]=[CH:19][CH:20]=1.[BH4-].[Na+]>C(O)C>[O:1]1[CH2:5][CH2:4][O:3][CH:2]1[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][O:14][C:15]1[CH:16]=[C:17]([CH:21]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[OH:22])[CH:18]=[CH:19][CH:20]=1

参加物

4

反応物 2

HCID 4311764Sodium borohydrideHCID 71093140(3-(8-(1,3-Dioxolan-2-yl)octyloxy)phenyl)(phenyl)methanone

生成物 1

HCID 71093342(3-(8-(1,3-Dioxolan-2-yl)octyloxy)phenyl)(phenyl)methanol収率 91.2%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

To a solution of (3-(8-(1,3-dioxolan-2-yl)octyloxy)phenyl)(phenyl)methanone (4.73 g, 12.35 mmol) in ethanol (100 mL) at 0° C., sodium borohydride (1.88 g, 49.42 mmol) was added portion wise. The coolant was removed, and the reaction mixture was allowed to warm to RT and stirred for 1 hour. The reaction mixture was quenched with water (30 mL) at 0° C. and then concentrated under reduced pressure. The crude material was dissolved in DCM and washed with saturated aqueous ammonium chloride, dried (sodium sulfate), filtered, and concentrated under reduced pressure to afford the title compound (4.33 g, 91%).

後処理

  1. customThe coolant was removed
  2. customThe reaction mixture was quenched with water (30 mL) at 0° C.
  3. concentrationconcentrated under reduced pressure
  4. dissolutionThe crude material was dissolved in DCM
  5. washwashed with saturated aqueous ammonium chloride
  6. dry with materialdried (sodium sulfate)
  7. filtrationfiltered
  8. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-2ee13ebb2715459b98856abc925a9371
出典データセット
uspto-grants-2014_11
特許番号
US08877774B2

関連ノート

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