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

HRID 332647

반응식

HRID 332647 반응식
[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

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-2ee13ebb2715459b98856abc925a9371
출처 데이터셋
uspto-grants-2014_11
특허 번호
US08877774B2

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