Triethylamine → HCID 53814266、化合物

HRID 2186501ノート

反応式

HRID 2186501 の反応式
[N:1]([CH2:4][C@H:5]([OH:12])[CH2:6][C:7]([O:9][CH2:10][CH3:11])=[O:8])=[N+:2]=[N-:3].C(N([CH2:18][CH3:19])CC)C>CN(C)C1C=CN=CC=1.O1CCCC1>[N:1]([CH2:4][C@H:5]([O:12][C:7](=[O:8])[CH2:6][CH2:5][CH2:4][CH2:18][CH3:19])[CH2:6][C:7]([O:9][CH2:10][CH3:11])=[O:8])=[N+:2]=[N-:3]

参加物

5

反応物 2

HCID 8471TriethylamineHCID 11789689HCID 11789689、化合物

生成物 1

HCID 53814266HCID 53814266、化合物収率 186.4%

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine触媒HCID 8028Tetrahydrofuran溶媒

反応条件

温度
0 °C

実験手順

In a 100 ml four-necked flask were charged 6.0 g (34.6 mmol) of ethyl (R)-4-azido-3-hydroxybutyrate, 4.2 g (41.5 mmol) of triethylamine, 0.12 g (1.04 mmol) of 4-dimethylaminopyridine, and 60 ml of tetrahydrofuran and the mixture was cooled to 0° C. 5.10 g (38.1 mmol) of hexanoyl chlrodie was slowly added thereto dropwise in a nitrogen stream. After the addition, the reaction mixture was stirred at a room temperature for 5 hours, and then 14 ml of 5% HCL was added thereto. After the liquid separation, the mixture was washed thrice with 30 ml of 5% aqueous solution of sodium chloride and then concentrated to give 8.75 g (93%) of the title compound.

後処理

  1. addition5.10 g (38.1 mmol) of hexanoyl chlrodie was slowly added
  2. additionAfter the addition
  3. addition14 ml of 5% HCL was added
  4. customAfter the liquid separation
  5. washthe mixture was washed thrice with 30 ml of 5% aqueous solution of sodium chloride
  6. concentrationconcentrated

出典と根拠

ORDレコード
ord-0dd98e22cc5b4981b43588aa132e38a6
出典データセット
uspto-grants-2002_06
特許番号
US06403804B1

反応ノート

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