Dicyclohexylamine → 3-(1-Adamantyl)-4-methoxyethoxymethoxybenzoyl chloride

HRID 1957694노트

반응식

HRID 1957694 반응식
[C:1]12([C:11]3[CH:12]=[C:13]([CH:17]=[CH:18][C:19]=3[O:20][CH2:21][O:22][CH2:23][CH2:24][O:25][CH3:26])[C:14](O)=[O:15])[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:9][CH:3]([CH2:4]3)[CH2:2]1)[CH2:8]2.C1(NC2CCCCC2)CCCCC1.S(Cl)([Cl:42])=O>ClCCl>[C:1]12([C:11]3[CH:12]=[C:13]([CH:17]=[CH:18][C:19]=3[O:20][CH2:21][O:22][CH2:23][CH2:24][O:25][CH3:26])[C:14]([Cl:42])=[O:15])[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:9][CH:3]([CH2:4]3)[CH2:2]1)[CH2:8]2

참가 물질

5

반응물 3

HCID 7582DicyclohexylamineHCID 24386Thionyl ChlorideHCID 153780913-(1-Adamantyl)-4-methoxyethoxymethoxybenzoic acid

생성물 1

HCID 572331023-(1-Adamantyl)-4-methoxyethoxymethoxybenzoyl chloride

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A solution of 3 g (8.3 mmol) of 3-(1-adamantyl)-4-methoxyethoxymethoxybenzoic acid in 50 ml of anhydrous dichloromethane was introduced into a round-bottomed flask, 1.7 ml (8.3 mmol) of dicyclohexylamine was added and the mixture was stirred for one hour. 600 μl (8.3 mmol) of thionyl chloride were then added and the mixture was stirred for one hour. It was evaporated to dryness, the residue was taken up in anhydrous ethyl ether, the dicyclohexylamine salt was filtered off and the filtrate was evaporated. 3.3 g (100%) of the crude acid chloride, which was used without further purification for the remainder of the synthesis, were recovered.

후처리

  1. stirringthe mixture was stirred for one hour
  2. customIt was evaporated to dryness
  3. filtrationthe dicyclohexylamine salt was filtered off
  4. customthe filtrate was evaporated
  5. custom3.3 g (100%) of the crude acid chloride, which was used without further purification for the remainder of the synthesis
  6. customwere recovered

출처 및 근거

ORD 기록
ord-135e90d9bb8d48199517bcdca299b407
출처 데이터셋
uspto-grants-1998_07
특허 번호
US05786379

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