Chloroacetyl chloride → HCID 58300057、化合物

HRID 876047ノート

反応式

HRID 876047 の反応式
C(N(CC)CC)C.Cl[CH2:9][C:10](Cl)=[O:11].[NH2:13][C:14]1([CH2:27][OH:28])[CH2:19][CH2:18][N:17]([CH2:20][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[CH2:16][CH2:15]1.CC(C)([O-])C.[K+]>C1COCC1.C(Cl)Cl>[C:21]1([CH2:20][N:17]2[CH2:18][CH2:19][C:14]3([NH:13][C:10](=[O:11])[CH2:9][O:28][CH2:27]3)[CH2:15][CH2:16]2)[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1

参加物

7

反応物 4

HCID 6577Chloroacetyl chlorideHCID 8471TriethylamineHCID 22020939HCID 22020939、化合物HCID 23665647Potassium tert-butoxide

生成物 1

HCID 58300057HCID 58300057、化合物収率 86.7%

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 8028Tetrahydrofuran溶媒

反応条件

温度
23 °C

実験手順

Triethylamine (2 mL 14 mmol) was added to a DCM (50 mL) solution containing chloroacetyl chloride (1 mL, 14 mmol) and compound 391 (3 g, 14 mmol). The resulting mixture was stirred 2 h at 23° C. The solvent was stripped and THF was added followed by potassium tert-butoxide (5 g, 41 mmol). The resulting solution was stirred overnight at room temperature. The reaction was then concentrated to dryness and the resulting residue was washed with 200 mL of absolute ethanol. The ethanolic solution was then concentrated to give 3.16 g of 9-(phenylmethyl)-4-oxa-1,9-diazaspiro[5.5]undecan-2-one. The material was used in the next step without further purification. LCMS-ESI (POS), M/Z, M+1: Found 261, Calculated 261.

後処理

  1. stirringThe resulting solution was stirred overnight at room temperature
  2. concentrationThe reaction was then concentrated to dryness
  3. washthe resulting residue was washed with 200 mL of absolute ethanol
  4. concentrationThe ethanolic solution was then concentrated

出典と根拠

ORDレコード
ord-28b50f49557d4f7db984bef6f4f3379e
出典データセット
uspto-grants-2015_03
特許番号
US08980903B2

反応ノート

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