Diisobutylaluminumhydride → 5-(1,1,1-Trifluoro-2-hydroxypropan-2-yl)pyridine-3-carbaldehyde

HRID 1048942ノート

反応式

HRID 1048942 の反応式
[F:1][C:2]([F:17])([F:16])[C:3]([C:6]1[CH:7]=[C:8]([C:12](OC)=[O:13])[CH:9]=[N:10][CH:11]=1)([OH:5])[CH3:4].[H-].C([Al+]CC(C)C)C(C)C>C1(C)C=CC=CC=1.ClCCl>[F:17][C:2]([F:1])([F:16])[C:3]([C:6]1[CH:7]=[C:8]([CH:12]=[O:13])[CH:9]=[N:10][CH:11]=1)([OH:5])[CH3:4]

参加物

5

反応物 2

HCID 21225700DiisobutylaluminumhydrideHCID 68053841Methyl 5-(1,1,1-trifluoro-2-hydroxypropan-2-yl)pyridine-3-carboxylate

生成物 1

HCID 867030845-(1,1,1-Trifluoro-2-hydroxypropan-2-yl)pyridine-3-carbaldehyde

試薬・触媒・溶媒 2

HCID 1140Toluene溶媒2 回HCID 6344Dichloromethane溶媒

実験手順

To a cooled (−78° C.) solution of the title compound from Step B (0.14 g, 0.56 mmol) in toluene (3.23 mL) and dichloromethane (3.23 mL) was added a solution of di-isobutyl aluminum hydride in toluene (1.0 M, 1.29 mL, 1.29 mmol). After 10 min, the reaction was quenched with water (1 mL), allowed to warm to room temperature, and dried over magnesium sulfate. Concentration of the filtrate under reduced pressure provided the title compound: 1H NMR (500 MHz, CDCl3) δ 10.16 (s, 1 H), 9.08 (s, 1 H), 9.07 (s, 1 H), 8.41 (s, 1 H), 3.30 (br s, 1 H), 1.88 (s, 3 H).

後処理

  1. customthe reaction was quenched with water (1 mL)
  2. dry with materialdried over magnesium sulfate

出典と根拠

ORDレコード
ord-7042f9eb45c249b4b074590ff1bd8ff0
出典データセット
uspto-grants-2016_07
特許番号
US09382226B2

反応ノート

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