2-Cyclopropyl-7,8-dimethoxy-2H-chromene-5-carboxylic acid methyl ester → 2-Cyclopropyl-7,8-dimethoxy-2H-1-benzopyran-5-methanol

HRID 1367635ノート

反応式

HRID 1367635 の反応式
C[O:2][C:3]([C:5]1[C:6]2[CH:7]=[CH:8][CH:9]([CH:19]3[CH2:21][CH2:20]3)[O:10][C:11]=2[C:12]([O:17][CH3:18])=[C:13]([O:15][CH3:16])[CH:14]=1)=O.COCCO[AlH2-]OCCOC.[Na+]>O1CCCC1.CC(OC)(C)C>[CH:19]1([CH:9]2[CH:8]=[CH:7][C:6]3[C:11](=[C:12]([O:17][CH3:18])[C:13]([O:15][CH3:16])=[CH:14][C:5]=3[CH2:3][OH:2])[O:10]2)[CH2:20][CH2:21]1

参加物

5

反応物 2

HCID 116449742-Cyclopropyl-7,8-dimethoxy-2H-chromene-5-carboxylic acid methyl esterHCID 16684438Red-Al

生成物 1

HCID 115506842-Cyclopropyl-7,8-dimethoxy-2H-1-benzopyran-5-methanol収率 82.3%

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒HCID 15413tert-Butyl methyl ether溶媒

反応条件

温度
40 °C

実験手順

Methyl ester 2 (2 g, 6.2 mmol) was dissolved in 30 ml tetrahydrofurane and 2.7 ml of a 3.5-M solution of Red-Al (9.4 mmol) was added. The mixture was stirred at 40° C. for 3 hours. The solution was diluted with 100 ml of TBME and slowly quenched by addition of 50 ml of a 30% potassium-tartrate solution. The layers were separated and the organic solution was washed with brine (2 times 30 ml), dried over magnesium sulfate and concentrated. The pure alcohol 4 (1.34 g, 5.1 mmol) was obtained as a white-yellow solid.

後処理

  1. customslowly quenched by addition of 50 ml of a 30% potassium-tartrate solution
  2. customThe layers were separated
  3. washthe organic solution was washed with brine (2 times 30 ml)
  4. dry with materialdried over magnesium sulfate
  5. concentrationconcentrated

出典と根拠

ORDレコード
ord-365dde01fbf14fa9bffb9d6163b257d4
出典データセット
uspto-grants-2011_02
特許番号
US07893262B2

反応ノート

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