Sodium Hydroxide → 3-Methoxypentane-1,5-diol

HRID 472972

반응식

HRID 472972 반응식
[H-].[H-].[H-].[H-].[Li+].[Al+3].[CH3:7][O:8][CH:9]([CH2:15][C:16](OC)=[O:17])[CH2:10][C:11](OC)=[O:12].[OH-].[Na+]>C1COCC1>[CH3:7][O:8][CH:9]([CH2:15][CH2:16][OH:17])[CH2:10][CH2:11][OH:12]

참가 물질

5

반응물 3

HCID 14798Sodium HydroxideHCID 14670803Dimethyl 3-methoxypentanedioateHCID 21226445Aluminium lithium hydride

생성물 1

HCID 221012183-Methoxypentane-1,5-diol수율 38.2%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

반응 조건

온도
0 °C

실험 절차

To a stirred suspension of LAH (1.77 g, 46.6 mmol) in THF (40 mL) under N2 was cooled to 0° C. and was added dimethyl 3-methoxypentanedioate (3.7 g, 19.5 mmol). The mixture was stirred overnight. Aqueous NaOH (1 N, 12 mL) was added at 0° C. The mixture was filtered and the cake was washed with EtOAc 3 times. The filtrate was dried and concentrated to give 3-methoxypentane-1,5-diol (1 g, 38%). 1H-NMR (CDCl3): 1.75 (m, 4H), 2.62 (s, 2H), 3.37 (m, 3H), 3.6 (m, 2H), 3.7 (m, 4H).

후처리

  1. filtrationThe mixture was filtered
  2. washthe cake was washed with EtOAc 3 times
  3. customThe filtrate was dried
  4. concentrationconcentrated

출처 및 근거

ORD 기록
ord-f455e93bea5b44a2b9cb778ebec09add
출처 데이터셋
uspto-grants-2014_01
특허 번호
US08633212B2

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