Acetic Anhydride → HCID 21138153, compound

HRID 1358872Notes

Reaction equation

[Cl:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][O:8][C:9]1[CH:14]=[CH:13][C:12]([C@H:15]2[CH2:32][C@@:30]3([CH3:31])[C@@H:26]([CH2:27][CH2:28][C:29]3=[O:33])[C@H:25]3[C:16]2=[C:17]2[C:22]([CH2:23][CH2:24]3)=[CH:21][C:20](=[O:34])[CH2:19][CH2:18]2)=[CH:11][CH:10]=1.C(OC(=O)C)(=O)C.C(Br)(=O)C>>[OH:34][C:20]1[CH:19]=[CH:18][C:17]2[C@@H:16]3[C@H:25]([C@H:26]4[C@@:30]([CH2:32][C@@H:15]3[C:12]3[CH:11]=[CH:10][C:9]([O:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2][Cl:1])=[CH:14][CH:13]=3)([CH3:31])[C:29](=[O:33])[CH2:28][CH2:27]4)[CH2:24][CH2:23][C:22]=2[CH:21]=1

Participants

Reactant 3

HCID 7918Acetic Anhydride

HCID 10482Acetyl bromide

HCID 21138122HCID 21138122, compound

Product 1

HCID 21138153HCID 21138153, compoundYield 100.4%

Procedure

The operation is carried out as in Stages B and C of Example 3 starting with 481 mg of the product obtained in Stage A above using 0.5 cm3 of acetic anhydride and 0.25 cm3 of acetyl bromide. 483 mg of desired product is obtained.

Sources & evidence

ORD record: ord-7c1bbebe256841b09607b5a0b5e07830
Source dataset: uspto-grants-2003_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06596885B2

Reaction notes

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