Acetic Acid → HCID 86679529、化合物

HRID 1776573ノート

反応式

HRID 1776573 の反応式
[CH:1]1([CH2:4][O:5][C:6]2[CH:25]=[CH:24][C:9]([C:10]([O:12][CH2:13][C:14]([O:16][CH2:17][C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)=[O:15])=[O:11])=[CH:8][C:7]=2[CH:26]=O)[CH2:3][CH2:2]1.[NH:28]1[CH2:33][CH2:32][O:31][CH2:30][CH2:29]1.[BH-](OC(C)=O)(OC(C)=O)OC(C)=O.[Na+].CC(O)=O>C1COCC1>[CH:1]1([CH2:4][O:5][C:6]2[CH:25]=[CH:24][C:9]([C:10]([O:12][CH2:13][C:14]([O:16][CH2:17][C:18]3[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=3)=[O:15])=[O:11])=[CH:8][C:7]=2[CH2:26][N:28]2[CH2:33][CH2:32][O:31][CH2:30][CH2:29]2)[CH2:2][CH2:3]1

参加物

6

反応物 4

HCID 176Acetic Acid2 回HCID 8083MorpholineHCID 5049666Sodium triacetoxyborohydrideHCID 866795282-(Benzyloxy)-2-oxoethyl 4-(cyclopropylmethoxy)-3-formylbenzoate

生成物 1

HCID 86679529HCID 86679529、化合物収率 100%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

A solution of 2-(benzyloxy)-2-oxoethyl 4-(cyclopropylmethoxy)-3-formylbenzoate (3.73 g, 10.13 mmol) and morpholine (1.15 g, 13.17 mmol) in dry THF (50 ml), under argon atmosphere, was stirred for 15 minutes at RT. Na(OAc)3BH (2.79 g, 13.17 mmol) and CH3COOH (754 μl, 13.17 mmol) were added. CH3COOH was added to reach a pH between 5 and 6. The mixture stirred at RT for 24 hours. The solvent was removed, and the crude was dissolved in EtOAc and washed with NaHCO3 sat. sol. and brine. The organic phase was dried over Na2SO4, and the solvent was removed to give 2-(benzyloxy)-2-oxoethyl 4-(cyclopropylmethoxy)-3-(morpholinomethyl)benzoate (4.45 g, quantitative yield).

後処理

  1. customThe solvent was removed
  2. dissolutionthe crude was dissolved in EtOAc
  3. washwashed with NaHCO3 sat. sol. and brine
  4. dry with materialThe organic phase was dried over Na2SO4
  5. customthe solvent was removed

出典と根拠

ORDレコード
ord-8f22cf2589b74c1693b6a7780c354d28
出典データセット
uspto-grants-2016_02
特許番号
US09265768B2

反応ノート

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