Aluminium lithium hydride → 2-(Methylamino)-4-(1-naphthyloxy)-1-butanol

HRID 1111687노트

반응식

HRID 1111687 반응식
[CH:1]([NH:3][CH:4]([CH2:7][CH2:8][O:9][C:10]1[C:19]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[CH:13]=[CH:12][CH:11]=1)[CH2:5][OH:6])=O.[H-].[H-].[H-].[H-].[Li+].[Al+3]>C1COCC1>[CH3:1][NH:3][CH:4]([CH2:7][CH2:8][O:9][C:10]1[C:19]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[CH:13]=[CH:12][CH:11]=1)[CH2:5][OH:6]

참가 물질

4

반응물 2

HCID 21226445Aluminium lithium hydrideHCID 227550192-(Formylamino)-4-(1-naphthyloxy)butanol

생성물 1

HCID 203721512-(Methylamino)-4-(1-naphthyloxy)-1-butanol

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

반응 조건

온도
45 °C

실험 절차

A solution of 2-(formylamino)-4-(1-naphthyloxy)butanol (7.1 g), prepared as described in Example 3, in dry THF (150 ml) is added dropwise to a suspension of LiAlH4 (5.0 g) in THF (150 ml). The mixture is heated at 45° C. for 3 hours and cooled. Excess LiAlH4 is destroyed by the careful addition of THF/water (9:1). The mixture is filtered through diatomaceous earth (Celite). The filtrate is dried and evaporated. The residue is crystallized from diethyl ether to give the title compound, γmaxCHCl3 3650, 3352, 1595 and 1580 cm-1.

후처리

  1. temperaturecooled
  2. customExcess LiAlH4 is destroyed by the careful addition of THF/water (9:1)
  3. filtrationThe mixture is filtered through diatomaceous earth (Celite)
  4. customThe filtrate is dried
  5. customevaporated
  6. customThe residue is crystallized from diethyl ether

출처 및 근거

ORD 기록
ord-cef6e05c04b24ab7b332bd56258996a1
출처 데이터셋
uspto-grants-1978_10
특허 번호
US04118511

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