Chloroacetyl chloride → HCID 58300057, 화합물

HRID 79224노트

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HRID 79224 반응식
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

참가 물질

7

반응물 4

HCID 6577Chloroacetyl chlorideHCID 8471TriethylamineHCID 22020939HCID 22020939, 화합물HCID 23665647Potassium tert-butoxide

생성물 1

HCID 58300057HCID 58300057, 화합물수율 86.7%

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 8028Tetrahydrofuran용매

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온도
23 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-b437f57bb8eb4f538f66850e759414e6
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08841312B2

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